Under contract-accepting backup offers. 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!
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!
Property Details
Price:
$264,900
MLS #:
L4963966
Status:
Active Under Contract
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
TRANQUIL OAKS
Neighborhood:
33880winterhaveneloisejpvwahnetta
Listed Date:
Aug 1, 2026
Finished Sq Ft:
1,172
Total Sq Ft:
1,402
Lot Size:
11,949 sqft / 0.27 acres (approx)
Year Built:
1961
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Heat Pump
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen
Laundry Features
Inside
Levels
One
Exterior
Construction Materials
Block
Direction Faces
West
Exterior Features
French Doors, Private Entrance, Private Mailbox, Private Yard, Storage
Roof
Shingle
Financial
Tax Year
2025
Taxes
$565
Map
Community
- Address1557 N LAKE SHIPP DRIVE SW WINTER HAVEN FL
- SubdivisionTRANQUIL OAKS
- CityWINTER HAVEN
- CountyPolk
- Zip Code33880
Subdivisions in WINTER HAVEN
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Oct 19, 2026
809
Single Family Listed
125
Avg DOM
179
Avg $ / SqFt
$325,661
Avg List Price
Property Summary
- Located in the TRANQUIL OAKS subdivision, 1557 N LAKE SHIPP DRIVE SW WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33880. It is listed for $264,900 and features 3 beds, 2 baths, and has approximately 1,172 square feet of living space, and was originally constructed in 1961. The current price per square foot is $226. The average price per square foot for Single Family listings in WINTER HAVEN is $179. The average listing price for Single Family in WINTER HAVEN is $325,661. To schedule a showing of MLS#l4963966 at 1557 N LAKE SHIPP DRIVE SW in WINTER HAVEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of HOUSE OF GLASS REAL ESTATE PM. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1557 N LAKE SHIPP DRIVE SW
WINTER HAVEN, FL