Skip to content
1 / 55
Active · Single Family

1557 LAKE SHIPP DRIVE

WINTER HAVEN, FL 33880

Beds
3 beds
Baths
2 baths
Area
1,172 sqft
Single FamilyBuilt 196111,949 sqft lotHeat PumpCentral AirPool$230/sqft20 days on market

About this home

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!

Facts & features

Interior

Bedrooms
3
Bathrooms
2
Living area
1,172 sqft
Heating
Heat Pump
Cooling
Central Air
Flooring
Carpet, Tile
Stories
1
Features
Ceiling Fans(s), Crown Molding, Eat-in Kitchen
Appliances
Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer

Exterior & lot

Lot size
11,949 sqft (0.27 ac)
Pool
Yes
Roof
Shingle
Construction
Block
Exterior
French Doors, Private Entrance, Private Mailbox, Private Yard, Storage

Financial

Annual tax
$565 (2025)
Price / sqft
$230/sqft

Utilities

Water
Public
Sewer
None
Utilities
BB/HS Internet Available, Electricity Connected, Public, Sewer Connected

Property

Property type
Single Family
Year built
1961
Subdivision
TRANQUIL OAKS
County
Polk

Listing

Status
Active
Days on market
8 days
MLS #
MFR801610153
Source
Stellar MLS

Listed by Tiffani Kline · HOUSE OF GLASS REAL ESTATE PM

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$284k
+5.4% vs asking
$268k low$301k high

Based on 31 comparable sales within 1 mile of WINTER HAVEN, FL, this home is priced under RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$1,412/mo
Principal & interest
$1,365/mo
Property tax
$47/mo
Home insurance
$0/mo

Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own bill; insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.

Ask about this property

Answered from this listing’s own figures and the sales around it.

Price history

From the property’s MLS record.

DateEventPriceChange
Jul 29, 2026Listed$270,000

NeighbourhoodSample data

Reference scores for WINTER HAVEN, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
85/ 100
Very walkable
Transit Score
73/ 100
Excellent transit
Bike Score
73/ 100
Very bikeable
Elementary school
Not listed
Not named in the MLS record for this home
Middle school
Not listed
Not named in the MLS record for this home
High school
Not listed
Not named in the MLS record for this home

Location

Similar homes nearby

Homes for sale in WINTER HAVEN within the same price band.

5641 ROYAL HILLS DRIVEActive
$299,990
5641 ROYAL HILLS DRIVE
WINTER HAVEN, FL 33881
4 beds2 baths2,010 sqft
106 SAINT KITTS CIRCLEActive
$269,900
106 SAINT KITTS CIRCLE
WINTER HAVEN, FL 33884
3 beds2 baths1,534 sqft
2608 TRINITY CIRCLEActive
$244,900
2608 TRINITY CIRCLE
WINTER HAVEN, FL 33881
2 beds2 baths1,092 sqft