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3 Beds
2 Baths
2,200 sqft

$375,000

1501 N LAKE HOWARD DR, WINTER HAVEN FL, 33881

Price per sqft$170.45
Built in1945
Property size2,200 sqft
Property typeResidential
Courtesy of JULIE MATTHEWS GROUP LLC, Kennedy Matthews  Listing Contact: 863-528-0037

Overview

Active

Listed Oct 31, 2026

Updated 11h ago

A rare 1945-lakefront home on Lake Howard along Winter Haven's highly sought-after Chain of Lakes. This central Florida waterfront property offers a 2BR/1BA main home plus a separate 1BR/1BA guesthouse currently used as a rental. The breezeway, (laundry rm), has a doorway from the main house leading into the guesthouse that has been sealed off, but could easily be opened again if a buyer wanted to merge the guesthouse into becoming part of the main home. The historic charm here is truly one of a kind w/ original hardwood floors running through much of the home, arched doorways between the rooms, & even the original front door w/ its antique turn-key doorbell. The living rm is anchored by a wood-burning fireplace w/ deep built-in shelving on each side, while large sweeping windows frame views of Lk Howard. The Florida rm/sun rm features wall-to-wall wrap-around windows, tile floor & a built-in window seat w/ storage, offering panoramic lake views & beautiful sunsets. An ornate stained glass divider leads from the sun rm into the dining rm, which showcases a stunning hand-painted mural of Old Florida lakefront scenery w/ the same blue herons, coots & anhingas you'll see right outside. The bathroom features an arched, tiled walk-in shower w/ a frameless glass enclosure. The spacious kitchen offers tile floors, tile countertops, a gas range, white cabinetry, a pantry & a breakfast-nook area w/ French doors that lead to the separate laundry rm, which features vintage mosaic tile floors & direct access to the brick walkway & the generously sized wrap-around wooden sun deck. The large .35-acre lot offers room for a garden, pool, or a private outdoor retreat. Just behind the main home, the guesthouse has its own charm, w/ a checkerboard woven wood ceiling & painted vintage mosaic tile floors. Its living area has sliders leading to its private covered patio. The guesthouse kitchen includes wood cabinetry, & tile floors while the tiled bathroom offers a step-in shower. The same tenant has called it home for approx. 4 years & rents month-to-month for $800/mo, making it a reliable income-producing property, a private space for guests, or a future extension of the main home. There are 3 carports plus 2 storage rooms. Across the street, your private lakefront features a boat dock w/ electric, newer decking & a boatlift that just needs a motor. This fixer-upper needs some TLC, but w/ this much character & potential on the Chain of Lakes, it is a rare chance to restore a true piece of Winter Haven history. All measurements are approx. & all info should be confirmed by buyer.

$2,495/mo

Est. mortgage payment based on a $375,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
P4940266

Interior Features

Bedrooms
3
Bathrooms
2
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.35 Acres

Other Property Details

Taxes
$6,223
Tax Frequency
Annually
Association Fee Frequency
Monthly
View
Yes
Municipality
28
Waterfront
Yes
55+/Senior Community
No

Listings courtesy of Stellar MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Kacy Cassette shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS. 

Based on information submitted to the MLS GRID as of 8:38 PM UTC on 10/31/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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