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$875,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 3,839 Sq. Ft.
  • Updated 3 days ago
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Lakefront pool home on the Winter Haven Chain of Lakes with a detached apartment, 4 car garage, abundant open parking, RV parking pad, pool, dock and more! Perfectly positioned on Lake Roy, one of the Chain's quietest and clearest lakes, this property delivers sunset views, calm waters, and direct boat access to 20 canal-connected lakes for endless fishing, skiing, cruising, lakefront dining, live music, and seasonal LEGOLAND fireworks. The main residence features over 3,800 sqft of living space with 4 bedrooms, 2 full baths, and 2 half baths, plus a detached 550 sqft apartment with its own living room, bedroom, and bath-ideal for guests and extended family. Inside the main home, formal living and dining spaces lead to a well-equipped kitchen with center island, breakfast bar, abundant cabinetry, and a lakeview dinette designed to capture nightly sunsets. The inviting family room-with its brick natural-gas fireplace-adds warmth and comfort for everyday living. The primary suite offers dual walk-in closets, split vanities, a jetted tub, and walk-in shower, while secondary bedrooms provide generous space and excellent storage. Outdoor living is where this property excels. Enjoy a natural gas-heated pool and spa, expansive covered and open decking, cabana bath, panoramic lake views, and a private boathouse with lift-creating the ultimate lakefront playground. A public boat ramp just one home away adds exceptional convenience. Major updates ensure peace of mind, including: new roofs on both structures (2018), complete replumbing (2019), new flooring throughout (2020), remodeled bathrooms (2020), new irrigation pump (2023), upgraded landscape lighting (2025), natural-gas pool/spa heater (2019), and a brand-new 2-ton A/C in the apartment (2025). Located between Tampa and Orlando, this property offers the perfect blend of small-town charm, recreation, and waterfront living. 157 Lake Roy Drive is more than a home-it's a fully updated lakefront compound offering space, versatility, and true Winter Haven Chain of Lakes lifestyle.

Full Property Details for 157 Lake Roy Dr

General

  • Sold For: $875,000
  • Taxes: $8,990 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: L4957283
  • Added to Site: 108 day(s) ago

Rental Information

  • Min. Lease: 6 Months

Interior

  • Number of Rooms: 12
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Family Room, Gas
  • Appliances: Built-In Oven, Cooktop, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer
  • Flooring: Carpet, Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Irrigation System, Lighting, Sliding Doors, Storage
  • Deck/Patio: Covered, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4
  • Parking Features: Boat, Circular Driveway, Converted Garage, Driveway, Garage Door Opener, Garage Faces Side, RV Parking

Location

  • Area: 33884 - Winter Haven / Cypress Gardens
  • County: Polk
  • Development Name: 33884 - Winter Haven / Cypress Gardens
  • Subdivision: ELOISE WOODS LAKE ROY UNIT
  • Driving Directions: Cypress Gardens Blvd - South on Hillcrest which turns into Lake Roy Dr - Home will be down on your right
  • Direction Faces: Southeast

School Information

  • Elementary School: Chain O Lakes Elem
  • Middle School: Denison Middle
  • High School: Lake Region High

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens
  • Pet Restrictions: Must contact the county to confirm all pet rules and restrictions.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water District: LAKE ROY
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected

Structural Information

  • Architectural Info: Custom
  • Architectural Style: Custom
  • Exterior Const.: Brick, Wood Frame
  • Roof: Shingle
  • Windows: Blinds, Shades
  • Stories/Levels: One
  • Square Feet: 3,839
  • Sq. Ft. Source: Public Records
  • Living Area: 3,839 Sq. Ft.
  • Year Built: 1987

Additional Structures

  • Other Structures: Boat House, Guest House, Storage

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.65
  • Lot Size (Sq. Ft.): 28,192
  • Lot Size: 28192
  • Lot Dimensions: 137 x 188
  • Frontage: Street Paved
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake, Lake - Chain of Lakes
  • Water Extras: Yes
  • Water Front Name: LAKE ROY
  • Water Front Desc.: Lake Front, Lake - Chain of Lakes

Financial Considerations

  • Tax Amount: $8,990.13
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ELOISE WOODS LAKE ROY UNIT PB 14 PG 19 19A 19B LOTS 15 & 16
  • Flood Zone Info: X
  • APN: 262834660000000150
  • Property ID: 262834660000000150

Listed by The Stones Real Estate Firm
Sold by The Stones Real Estate Firm

Listing agents

— 157 Lake Roy Dr —

  • The Stones Real Estate Firm

  • The Stones Real Estate Firm

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 157 Lake Roy Dr

School District:Polk County School District
NameGradesDistance
Chain Of Lakes Elementary School
7001 State Highway 653, Winter Haven, FL 33884
PK-53.5 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-81.6 mi
Lake Region High School
1995 Thunder Road, Eagle Lake, FL 33839
9-123 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 157 Lake Roy Dr

Date
Details
Price
Change
Source
2/27/2026
Sold
$875,000
-4.79%
MLS
11/15/2025
Listed
$919,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by The Stones Real Estate Firm
Sold by The Stones Real Estate Firm

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157 Lake Roy Drive, Winter Haven, FL 33884 (MLS# L4957283) is a Single Family property that was sold at $875,000 on February 27, 2026. Want to learn more about 157 Lake Roy Drive? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.