441 San Jose Drive, FL
Stellar MLS
1 / 1

$259,900

441 San Jose DriveWinter Haven, FL 33884

Listing updated: October 2, 2026 at 8:43 AM ET

Active
Stellar MLSListing courtesy of Keller Williams Realty Smart 1 · Brian Cox · MLS #L4965434 · Active · 863-508-3000
2
Beds
2
Baths
1,843
Sq Ft
0.22
Acres
1984
Built
◆$141/sqft
Single Family Residence

Property type

1984

Year built

9,561 sqft

Lot size

$141

Price / sq ft

$5/mo

HOA dues

1

Day on market

2

Garage spaces

X

Flood zone

About this home

Welcome to 441 San Jose Drive, featuring a NEW ROOF installed in 2026 and located in the highly sought after Orchid Springs community of Winter Haven. This spacious 2 bedroom, 2 bathroom patio home sits on an oversized lot and offers a thoughtfully designed floorplan with generous living spaces and wonderful indoor and outdoor flow. The expansive kitchen opens to the large family room and dining area, creating an inviting space for everyday living and entertaining, while a separate living room and breakfast nook provide additional room to spread out. The spacious primary suite is privately positioned at the rear of the home and features an ensuite bathroom and walk in closet, while the second bedroom and full bathroom are located on the opposite side of the home. The home features a combination of tile and carpet flooring throughout. Step outside to enjoy both a charming courtyard and a large screened porch, offering multiple spaces to relax and enjoy the oversized lot. A wooded area along one side of the property is visible from the kitchen and adds a peaceful, secluded feel to the home. Additional features include a 2 car garage and gas water heater. Conveniently located in Winter Haven, this home is close to shopping, dining, medical facilities, recreation, and everyday conveniences. With its spacious floorplan, oversized lot, multiple outdoor living spaces, NEW ROOF, and desirable Orchid Springs location, 441 San Jose Drive is ready to welcome its next owner. https://view.dnpropertymedia.com/441-San-Jose-Dr

Estimated monthly payment

Principal & interest$1,314
Property taxes$95
Home insurance (est.)$119
HOA dues$5

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 history1 days on market

  1. Status: Active
    Oct 1, 2026
  2. Listed$259,900
    Oct 1, 2026
  3. Price increased$259,900

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Cumulative DOM
501
Subdivision
Orchid Springs Patio Homes
County
Polk
Year built
1984
Living area
1,843 sq ft
Price/sq ft
$141
Building area
2,442 sq ft (Public Records)
Lot size
9,561 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12105C0368G)
Garage
2 spaces
Annual taxes
$1,135 (2025)
Parcel #
26-28-36-000000-033380
Zoning
PUD
MLS #
L4965434

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Interior Details

Bedrooms
2
Full bathrooms
2
Flooring
Carpet, Ceramic Tile
Appliances
Built-In Oven, Dishwasher, Gas Water Heater, Microwave, Range, Refrigerator
Interior features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry
In Garage
Stories / Levels
One
Direction faces
South

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway

HOA & Financial

HOA fee
$60 / Annually
Monthly HOA
$5/mo
Total monthly fees
$113/mo
Total annual fees
$1,356
HOA name
BAYTREE MANAGEMENT
CDD
No
Homestead exemption
Yes
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/ Buyers agent to verify any and all information.
Approval process
Buyer/ Buyers agent to verify any and all information.

Exterior & Construction

Exterior features
Courtyard, Private Mailbox
Construction materials
Block, Stucco
Roof
Tile
Foundation
Slab
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Living RoomFirst
Primary BedroomFirst
Bedroom 2First
KitchenFirst

Listing Details

Listing date
2026-10-01
On market date
2026-10-01
Original list price
$259,900
Occupant type
Owner
MLS area
33884 - Winter Haven / Cypress Gardens
Listing AOR
East Polk
Status changed
2026-10-01
Tax legal description
BEG 1154.28 FT E OF NW COR OF SEC RUN E 87 FT S 110.21 FT TO POINT ON CURVE WLY ALONG CURVE 86.76 FT N 110.14 FT TO POB BEING LOT 441 OF UNREC ORCHID SPRINGS PATIO HOMES

Flood risk

Minimal riskFEMA Zone XPanel 12105C0368G

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

From Cypress Gardens Blvd, turn onto Overlook Dr. Turn right onto Island way into Orchid Springs neighborhood, take a left on Las Flores, right on El Dorado Blvd which turns into San Jose Dr. The home will be on the left side of the road.

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MLS GRID

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 October 2, 2026 at 8:43 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA