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$259,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,843 Sq. Ft.
  • Updated 2 days ago
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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

Full Property Details for 441 San Jose Dr

General

  • Price: $259,900
  • HOA FEE: $5/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,135 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: L4965434
  • Updated: 10/2/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 4
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
  • Appliances: Built-In Oven, Dishwasher, Gas Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: In Garage

Exterior

  • Exterior Features: Courtyard, Private Mailbox, Sliding Doors
  • Deck/Patio: Covered, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 33884 - Winter Haven / Cypress Gardens
  • County: Polk
  • Development Name: 33884 - Winter Haven / Cypress Gardens
  • Subdivision: ORCHID SPRINGS PATIO HOMES
  • Driving 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.
  • Direction Faces: South

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens
  • Community Features: Clubhouse, Deed Restrictions, Pool
  • Association: Yes
  • Assoc. Name: BAYTREE MANAGEMENT
  • Assoc. Fees Include: Community Pool, Maintenance Grounds, Pool Maintenance, Private Road
  • Pet Restrictions: BUYER/BUYERS AGENT TO VERIFY ALL INFORMATION/HOA BYLAWS.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Patio
  • Architectural Style: Patio
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: One
  • Square Feet: 1,843
  • Sq. Ft. Source: Public Records
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,561
  • Lot Size: 9561
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $60
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,135
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • 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 Zone Info: X
  • APN: 262836000000033380
  • Property ID: 262836000000033380

Listed by Keller Williams Realty Smart 1

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— 441 San Jose Dr —

  • Keller Williams Realty Smart 1

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 441 San Jose Dr

School District:Polk County School District
NameGradesDistance
Elbert Elementary School
205 15th Street Northeast, Winter Haven, FL 33881
PK-52 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-83 mi
Winter Haven Senior High School
600 6th Street Southeast, Winter Haven, FL 33880
9-122.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 441 San Jose Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2026
Listed
$259,900
92.52%
MLS
9/17/2004
Sold
$135,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 441 San Jose Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$396
—
$103,284
3%
2025
$396
-60%
$100,569
3%
2024
$1,000
18%
$97,735
3%
2023
$848
32%
$94,888
6%
2021
$641
-24%
$89,441
-3%
2022
$838
31%
$92,124
4%
2021
$641
6%
$88,206
2%
2019
$604
-28%
$86,223
2%
2017
$844
—
$84,615
2%
2017
$844
—
$82,875
2%
2016
$840
-1%
$81,170
1%
2015
$852
4%
$80,606
1%
2014
$818
—
$79,966
2%
2013
$818
—
$78,784
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Realty Smart 1

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441 San Jose Drive, Winter Haven, FL 33884 (MLS# L4965434) is a Single Family property with 2 bedrooms and 2 full bathrooms. 441 San Jose Drive is currently listed for $259,900 and was received on October 01, 2026. Want to learn more about 441 San Jose Drive? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

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