Welcome to your own private Florida retreat! This beautifully maintained 3-bedroom, 2-bath home is nestled beneath majestic oak trees in an established Winter Haven neighborhood, offering timeless curb appeal and a warm, inviting atmosphere. Inside, you'll find a functional floor plan filled with natural light, creating comfortable living spaces for both everyday life and entertaining. The thoughtful layout offers the perfect blend of openness and privacy. Step outside and discover the true centerpiece of the home—a sparkling saltwater pool surrounded by a screened lanai, allowing you to enjoy Florida's outdoor lifestyle year-round with added comfort and protection. Whether you're sipping your morning coffee, hosting family and friends, or unwinding after a long day, this backyard oasis is designed for relaxation. Conveniently located near Winter Haven's Chain of Lakes, downtown shopping and dining, parks, schools, medical facilities, and LEGOLAND Florida Resort, this home offers the perfect combination of tranquility and convenience. Don't miss your opportunity to own this move-in-ready pool home in one of Winter Haven's most desirable locations. Schedule your private showing today!
Pending
$270,000
1557 N LAKE SHIPP DRIVE SW, WINTER HAVEN, FL 33880
3beds
1,172sqft
:
Get pre-qualified$1,769/mo
Single Family Residence
Built in 1961
0.27 Acres Lot
$-- Zestimate®
$230/sqft
$-- HOA
What's special
- 13 days |
- 988 |
- 104 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Tiffani Kline 863-450-0207,
HOUSE OF GLASS REAL ESTATE PM 863-940-3756
Source: Stellar MLS,MLS#: L4963966
Originating MLS: Lakeland

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Built-in Closet
- Level: First
Bedroom 2
- Features: Built-in Closet
- Level: First
Bedroom 3
- Features: Built-in Closet
- Level: First
Bathroom 1
- Level: First
Bathroom 2
- Level: First
Family room
- Features: No Closet
- Level: First
Kitchen
- Features: No Closet
- Level: First
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
- Laundry: Inside
Features
- Ceiling Fan(s), Crown Molding, Eating Space In Kitchen
- Flooring: Carpet, Tile
- Doors: French Doors
- Has fireplace: No
Interior area
- Total structure area: 1,402
- Total interior livable area: 1,172 sqft
Video & virtual tour
Property
Features
- Levels: One
- Stories: 1
- Exterior features: Private Entrance, Private Mailbox, Private Yard, Storage
- Has private pool: Yes
- Pool features: In Ground, Salt Water
Lot
- Size: 0.27 Acres
- Dimensions: 73 x 155
Details
- Parcel number: 262831639600000130
- Zoning: R-1C
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1961
Utilities & green energy
- Sewer: None
- Water: Public
- Utilities for property: BB/HS Internet Available, Electricity Connected, Public, Sewer Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: TRANQUIL OAKS
HOA
- Has HOA: No
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $230/sqft
- Tax assessed value: $181,590
- Annual tax amount: $564
- Date on market: 8/1/2026
- Cumulative days on market: 11 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/9/2026 | Pending sale | $270,000$230/sqft |
Source: | ||
| 8/1/2026 | Listed for sale | $270,000+409.4%$230/sqft |
Source: | ||
| 12/14/2001 | Sold | $53,000-11.7%$45/sqft |
Source: Public Record Report a problem | ||
| 12/4/1995 | Sold | $60,000$51/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $565 +1.6% | $66,854 +2.9% |
| 2024 | $556 +0.7% | $64,970 +3% |
| 2023 | $552 +0.8% | $63,078 +3% |
| 2022 | $548 -2.1% | $61,241 +3% |
| 2021 | $560 +0.2% | $59,457 +1.4% |
| 2020 | $559 -0.7% | $58,636 +2.3% |
| 2019 | $563 | $57,318 +1.9% |
| 2018 | $563 +0.2% | $56,249 +2.1% |
| 2017 | $562 +5.8% | $55,092 +2.1% |
| 2016 | $531 -1.5% | $53,959 +0.7% |
| 2015 | $539 +3.8% | $53,584 +0.8% |
| 2014 | $519 -4.7% | $53,159 +1.5% |
| 2013 | $545 +1.4% | $52,373 +1.7% |
| 2012 | $537 -9.3% | $51,498 -11.4% |
| 2011 | $592 -10.4% | $58,105 -11.9% |
| 2010 | $661 -6.6% | $65,936 -5.5% |
| 2009 | $708 +4% | $69,747 +0.1% |
| 2008 | $680 | $69,677 |
| 2007 | -- | -- |
| 2006 | $990 | -- |
| 2005 | -- | -- |
| 2004 | $894 +3.2% | -- |
| 2003 | $866 -5.4% | $61,050 -2.8% |
| 2002 | $915 +34.4% | $62,810 +18.2% |
| 2001 | $681 | $53,134 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 33880
Nearby schools
GreatSchools rating
- 2/10Lake Shipp Elementary SchoolGrades: PK-5Distance: 0.7 mi
- 3/10Denison Middle SchoolGrades: 6-8Distance: 1.7 mi
- 3/10Winter Haven Senior High SchoolGrades: 9-12Distance: 1.8 mi
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