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$919,000
New Listing

157 LAKE ROY DRIVE
WINTER HAVEN, FL 33884

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
3
Full Baths
2
Partial Baths
3,839
SqFt
$239
/SqFt
1987
Built
Subdivision:
ELOISE WOODS LAKE ROY UNIT
County:
Polk
Call Now: (239) 286-9606
Is this the listing for you? We can help make it yours.
(239) 286-9606
157 LAKE ROY DRIVE157 LAKE ROY DRIVE157 LAKE ROY DRIVE157 LAKE ROY DRIVE
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Monthly Payment (Est.)

$4,193
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One or more photo(s) has been virtually staged. Experience prime lakefront living on the world-famous Winter Haven Chain of Lakes at 157 Lake Roy Drive—one of the most exceptional and hard-to-find properties to come on the market. Perfectly positioned on a quiet, crystal-clear lake with direct access to more than 20 connected lakes, this rare compound brings together a spacious 3,289 sqft main residence (4 beds/4 baths), a 550 sqft detached apartment (1 bed/1 bath), unmatched parking and storage capacity (15+ vehicles), and premier lakefront amenities—all on a waterfront setting that is nearly impossible to duplicate in Central Florida. Thoughtfully updated and meticulously cared for, the property features new roofs on both structures (2018), complete replumbing (2019), new flooring throughout (2020), remodeled bathrooms (2020), a brand-new 2-ton A/C system in the apartment (2025), new irrigation pump (2023), upgraded landscape lighting (2025), natural-gas pool/spa heater (2019), and much more. Inside the main residence, generous living spaces blend warmth, comfort, and functionality, creating a home designed equally for everyday relaxation and large-scale entertaining. The spacious kitchen offers abundant cabinetry, a center cooking island, breakfast bar, and a lakeview dinette positioned to capture nightly sunsets. Formal living and dining rooms accommodate gatherings with ease, while the inviting family room—with its brick natural-gas fireplace—creates a cozy backdrop for daily living. The primary suite includes dual walk-in closets, split vanities, a jetted tub, and a large walk-in shower. Secondary bedrooms are well-sized, and the home’s storage capacity is exceptional throughout. Where this property truly separates itself is outdoor living and entertainment potential. A natural gas–heated pool and spa, expansive covered and open decking, a cabana bath, panoramic sunset views, and a private boathouse with lift all come together to create a setting purpose-built for unforgettable gatherings. The extensive parking allows for 15+ vehicles, making this one of the few lakefront homes able to comfortably host large groups for holidays, events, and waterfront entertaining. Thoughtful landscape lighting sets a warm evening ambiance, highlighting the home’s beauty long after sunset. Car collectors, hobbyists, and those needing significant workspace will appreciate the attached 29x21 garage with a 29x6 storage room, plus the massive 25x27 detached garage/workshop engineered with a vaulted ceiling suitable for a lift. The RV pad with 30-amp service adds even more versatility. Perfect for multi-generational living, long-term guests, or private accommodations during holidays and special events, the detached apartment includes its own living room, bedroom, and full bath and is serviced by a brand-new 2-ton A/C system (2025). Located on Lake Roy—one of the quietest and clearest lakes on the Chain—the property offers direct access to boating, fishing, lakefront dining, live music, and even seasonal LEGOLAND fireworks. A public boat ramp just one house away provides unmatched convenience for launching and retrieving boats. Ideally situated between Tampa and Orlando, Winter Haven blends a vibrant small-town lifestyle with boutique dining, cultural events, and year-round recreation. 157 Lake Roy Drive is more than a lakefront home—it’s a rare waterfront compound offering space, privacy, storage, updates, entertainment capacity, and true Chain of Lakes living in one extraordinary package.

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Listing Snapshot
Price 
$919,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
3,839 sqft
Total Baths 
5
Full Baths 
3
Partial Baths 
2
Lot Size 
0.65 Acres
Year Built 
1987
MLS® Number 
L4957283
Status 
Active
Property Tax 
$8,990.13
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
54 minutes agoListing updated with changes from the MLS®
20 hours agoListing first seen on site
General Features
Acres 
0.65
Attached Garage 
Yes
Direction Faces 
Southeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
4
Levels 
One
Parking 
BoatCircular DrivewayConverted GarageDrivewayGarage Door OpenerGarage Faces SideRV Access/ParkingAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
4558
Style 
Custom
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedWater Connected
Water Source 
Public
Zoning 
R-1
Interior Features
Appliances 
CooktopDryerGas Water HeaterMicrowaveRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomGas
Flooring 
CarpetLaminateTile
Heating 
CentralElectric
Interior 
Eat-in KitchenStone CountersWalk-In Closet(s)
Laundry Features 
Laundry Room
Spa 
Yes
Window Features 
Blinds
Balcony/Porch/Lanai 
Dimensions - 14x18Level - First
Bathroom 2 
Dimensions - 5x10Level - FirstFeatures - Stone Counters
Bathroom 3 
Dimensions - 4x6Level - First
Bedroom 2 
Dimensions - 10x12Level - First
Bedroom 3 
Dimensions - 13x13Level - First
Bedroom 4 
Dimensions - 12x13Level - First
Dining Room 
Dimensions - 11x16Level - First
Family Room 
Dimensions - 21x25Level - FirstFeatures - Ceiling Fan(s)
Kitchen 
Dimensions - 13x16Level - First
Living Room 
Dimensions - 13x18Level - FirstFeatures - Ceiling Fan(s)
Master Bathroom 
Dimensions - 9x21Level - FirstFeatures - Stone Counters
Master Bedroom 
Dimensions - 16x16Level - FirstFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
BrickFrame
Exterior 
LightingStorageDock
Lot Features 
PavedWaterfront
Other Structures 
Boat HouseGuest HouseStorage
Patio And Porch 
CoveredRear PorchScreened
Pool Features 
GuniteHeatedIn GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake Front
Waterview 
LakeWater
Windows/Doors 
Blinds
Community Features
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
33884 - Winter Haven / Cypress Gardens
Roads 
Paved
Township 
28
Schools
School District
Unknown
Elementary School
Chain O Lakes Elem
Middle School
Denison Middle
High School
Lake Region High
Listing courtesy of THE STONES REAL ESTATE FIRM 8634129733



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-11-16 07:37 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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