Privacy, space, and freedom — this gated 2.38-acre Winter Haven estate has it all, with no HOA to tell you what to do with it. Tucked well back from the road behind a remote-operated gate, this 4-bedroom, 2-bath home offers 2,125 sq ft of comfortable living surrounded by mature oaks and wide open sky. The split-bedroom floor plan features formal living and dining rooms, a family room that flows into the kitchen, hardwood floors, and a breakfast bar perfect for morning coffee. The owner's suite is a true retreat with French doors to the screened back porch, a spa-style bath with soaking tub and separate shower, and a generous walk-in closet. Outside, a 42-ft covered front porch and 34-ft screened back porch frame the fully fenced acreage — room for your RV, boat, ATVs, a future pool, a garden, and more. New roof (2023), updated AC, well pump, and New water heater 2026, septic pumped this year. Minutes from the Polk Parkway with easy access to Lakeland, Tampa, and Orlando. Back on the market and ready for its new owners.
For sale
$574,900
23 Oakwood Rd, Winter Haven, FL 33880
4beds
2,125sqft
Single Family Residence
Built in 1994
2.38 Acres Lot
$559,200 Zestimate®
$271/sqft
$-- HOA
What's special
Open floor planHardwood flooringFully fenced acreageDesirable split-bedroom layoutRemote-operated gated entryInside laundry roomLarge walk-in closet
- 56 days |
- 677 |
- 57 |
Zillow last checked:
Listing updated:
Listed by:
Kimberly Davis 850-625-8855,
CROSBY & ASSOCIATES, INC. 863-293-5600
Source: Stellar MLS,MLS#: L4961490
Originating MLS: Lakeland
Originating MLS: Lakeland
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 195 Square Feet
- Dimensions: 15x13
Bedroom 2
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 150 Square Feet
- Dimensions: 15x10
Bedroom 3
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 130 Square Feet
- Dimensions: 13x10
Primary bathroom
- Features: Tub with Separate Shower Stall, Linen Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bathroom 2
- Features: Tub With Shower, No Closet
- Level: First
- Area: 64 Square Feet
- Dimensions: 8x8
Dining room
- Features: Window/Skylight in Bath, Coat Closet
- Level: First
Family room
- Features: Ceiling Fan(s), No Closet
- Level: First
- Area: 180 Square Feet
- Dimensions: 15x12
Kitchen
- Features: Breakfast Bar, No Closet
- Level: First
- Area: 182 Square Feet
- Dimensions: 14x13
Living room
- Features: Ceiling Fan(s), No Closet
- Level: First
- Area: 180 Square Feet
- Dimensions: 15x12
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer, Water Softener
- Laundry: Inside
Features
- Ceiling Fan(s), Kitchen/Family Room Combo, Walk-In Closet(s)
- Flooring: Carpet, Tile, Hardwood
- Doors: French Doors
- Has fireplace: No
Interior area
- Total structure area: 3,226
- Total interior livable area: 2,125 sqft
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Boat, Garage Faces Side, Guest
- Attached garage spaces: 2
- Carport spaces: 2
- Covered spaces: 4
- Details: Garage Dimensions: 22X21
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Front Porch, Patio, Rear Porch, Screened
- Exterior features: Fire Pit, Irrigation System, Playground, Private Entrance, Private Mailbox, Private Yard
- Fencing: Fenced,Wire,Wood
Lot
- Size: 2.38 Acres
- Dimensions: 165 x 630
- Residential vegetation: Mature Landscaping, Oak Trees
Details
- Parcel number: 252821000000022150
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Wood Frame
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1994
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Connected, Sprinkler Well
Community & HOA
Community
- Security: Security Gate
- Pet fee: $0 monthly
HOA
- Has HOA: No
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $271/sqft
- Tax assessed value: $394,148
- Annual tax amount: $5,835
- Date on market: 5/1/2026
- Cumulative days on market: 17 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Asphalt
Estimated market value
$559,200
$531,000 - $587,000
$2,488/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/16/2026 | Listed for sale | $574,900$271/sqft |
Source:  Stellar MLS #L4961490 Report a problem | ||
| 5/7/2026 | Pending sale | $574,900$271/sqft |
Source: Stellar MLS #L4961490 Report a problem | ||
| 5/1/2026 | Listed for sale | $574,900+15%$271/sqft |
Source: Stellar MLS #L4961490 Report a problem | ||
| 12/17/2024 | Sold | $500,000-1.9%$235/sqft |
Source: Stellar MLS #L4944560 Report a problem | ||
| 10/25/2024 | Pending sale | $509,900$240/sqft |
Source: Stellar MLS #L4944560 Report a problem | ||
| 10/17/2024 | Price change | $509,900-2.7%$240/sqft |
Source: Stellar MLS #L4944560 Report a problem | ||
| 6/6/2024 | Price change | $524,000-4.7%$247/sqft |
Source: Stellar MLS #L4944560 Report a problem | ||
| 5/9/2024 | Listed for sale | $550,000-4.3%$259/sqft |
Source: Stellar MLS #L4944560 Report a problem | ||
| 1/1/2024 | Listing removed | -- |
Source: Stellar MLS #P4927697 Report a problem | ||
| 11/7/2023 | Price change | $574,999-4.2%$271/sqft |
Source: Stellar MLS #P4927697 Report a problem | ||
| 10/16/2023 | Listed for sale | $599,900$282/sqft |
Source: Stellar MLS #P4927697 Report a problem | ||
| 10/1/2022 | Listing removed | -- |
Source: Stellar MLS #P4921651 Report a problem | ||
| 8/31/2022 | Listed for sale | $599,900$282/sqft |
Source: Stellar MLS #P4921651 Report a problem | ||
| 8/19/2022 | Pending sale | $599,900$282/sqft |
Source: Stellar MLS #P4921651 Report a problem | ||
| 7/1/2022 | Listed for sale | $599,900+230.5%$282/sqft |
Source: Stellar MLS #P4921651 Report a problem | ||
| 11/25/2002 | Sold | $181,500+327.1%$85/sqft |
Source: Public Record Report a problem | ||
| 12/10/1999 | Sold | $42,500$20/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,096 +144.9% | $394,148 +96.6% |
| 2024 | $2,080 +2.3% | $200,511 +3% |
| 2023 | $2,033 +2.5% | $194,671 +3% |
| 2022 | $1,984 -0.5% | $189,001 +3% |
| 2021 | $1,995 +0.8% | $183,496 +1.4% |
| 2020 | $1,978 -3.4% | $180,963 +4.2% |
| 2019 | $2,049 -16.4% | $173,724 +45% |
| 2018 | $2,452 +57.8% | $119,845 +2.1% |
| 2017 | $1,554 +37.5% | $117,380 +2.1% |
| 2016 | $1,130 -1.8% | $114,966 +0.7% |
| 2015 | $1,151 -18% | $114,167 +0.8% |
| 2014 | $1,403 +22.6% | $113,261 +1.5% |
| 2013 | $1,145 -2% | $111,587 -1.9% |
| 2012 | $1,168 -1.6% | $113,746 -0.2% |
| 2011 | $1,187 -29.6% | $113,934 -20.9% |
| 2010 | $1,687 -14% | $144,068 -7.1% |
| 2009 | $1,962 +6.7% | $155,079 +0.1% |
| 2008 | $1,838 | $154,924 |
| 2007 | -- | -- |
| 2006 | $2,144 | -- |
| 2005 | -- | -- |
| 2004 | $1,888 +2.3% | -- |
| 2003 | $1,845 +20.1% | $135,740 +18% |
| 2002 | $1,537 +2.1% | $115,040 +1.6% |
| 2001 | $1,506 | $113,228 |
Find assessor info on the county website
Monthly payment
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Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Jan-Phyl Village
Nearby schools
GreatSchools rating
- 6/10Clarence Boswell Elementary SchoolGrades: PK-5Distance: 1 mi
- 3/10Jere L. Stambaugh Middle SchoolGrades: 6-8Distance: 3.4 mi
- 3/10Auburndale Senior High SchoolGrades: PK,9-12Distance: 3.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Polk County
- Winter Haven
- 33880
- Jan-Phyl Village
- 23 Oakwood Rd
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Nearby neighborhoods
Nearby zip codes
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