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.
Property Details
Price:
$375,000
MLS #:
P4940266
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
INTERLAKEN ADD
Neighborhood:
33881winterhavenflorencevilla
Listed Date:
Oct 31, 2026
Finished Sq Ft:
2,200
Total Sq Ft:
2,354
Lot Size:
15,412 sqft / 0.35 acres (approx)
Year Built:
1945
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Gas Cooktop, Gas Water Heater, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air, Wall/Window Unit(s)
Flooring
Ceramic Tile, Hardwood
Heating
Central, Wall Units / Window Unit
Interior Features
Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Tile Counters
Laundry Features
Laundry Room
Levels
One
Exterior
Common Walls
Corner Unit
Construction Materials
Brick, Cedar, Wood Frame, Wood Siding
Covered Spaces
3
Direction Faces
South
Exterior Features
French Doors, Private Mailbox, Sidewalk, Storage
Lot Features
Corner Lot, City Lot, Sidewalk
Other Structures
Boat House, Guest House, Shed(s), Storage
Patio And Porch Features
Deck, Wrap Around
Roof
Metal, Other, Shingle
View
Water
Waterfront Features
Lake – Chain of Lakes
Financial
Tax Year
2025
Taxes
$6,223
Map
Community
- Address1501 N LAKE HOWARD DRIVE WINTER HAVEN FL
- SubdivisionINTERLAKEN ADD
- CityWINTER HAVEN
- CountyPolk
- Zip Code33881
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Nov 03, 2026
800
Single Family Listed
123
Avg DOM
178
Avg $ / SqFt
$327,923
Avg List Price
Property Summary
- Located in the INTERLAKEN ADD subdivision, 1501 N LAKE HOWARD DRIVE WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33881. It is listed for $375,000 and features 3 beds, 2 baths, and has approximately 2,200 square feet of living space, and was originally constructed in 1945. The current price per square foot is $170. The average price per square foot for Single Family listings in WINTER HAVEN is $178. The average listing price for Single Family in WINTER HAVEN is $327,923. To schedule a showing of MLS#p4940266 at 1501 N LAKE HOWARD DRIVE in WINTER HAVEN, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of JULIE MATTHEWS GROUP LLC. 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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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. 1501 N LAKE HOWARD DRIVE
WINTER HAVEN, FL
