This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/78
$1,499,900
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/78
Property Description
Welcome to 50 Willowood Ln - a private luxury estate in Oldsmar offering unmatched privacy, architectural scale, and resort-style living. Located on a sprawling 1.4-acre homesite on a cul-de-sac with no rear neighbors inside the gated Deerpath enclave of East Lake Woodlands, this 4-5 bedroom home offers over 7000sf of combined living space. This executive pool home blends timeless elegance with high-end upgrades, beginning with stunning, rich, turkish tile herringbone floors that create a dramatic designer statement throughout the main level. Soaring ceilings, expansive windows, and an open-concept floor plan flood the interiors with natural light, delivering the expected volume and grandeur. Designed for elevated indoor-outdoor living, the property showcases nearly 2,000 square feet of screened-in outdoor entertainment space, creating a true private resort experience. The massive, completely reimagined resort-style pool anchors the outdoor retreat - ideal for upscale entertaining, sunset gatherings, and year-round Florida living. With serene preserve-like surroundings and no rear neighbors, this estate offers exceptional tranquility and exclusivity rarely found in Pinellas County. The first-floor primary suite provides a private sanctuary featuring dual walk-in closets and a spa-inspired ensuite bath complete with a multi-head steam shower for a true wellness experience. At the heart of the home, the chef's kitchen is designed to impress - boasting dual sinks, extensive granite countertops, abundant custom cabinetry, a large center island, breakfast bar seating, and an oversized eat-in dining area. Perfectly suited for entertaining on a grand scale, the kitchen opens to a spacious family room featuring a stunning stone fireplace and wet bar, blending warmth and sophistication. A versatile bonus flex room (approximately 230 SF) with a private entrance offers exceptional flexibility as a fifth bedroom, guest retreat, executive office, or in-law suite - ideal for multigenerational living. Major mechanical updates provide peace of mind, including a roof replacement, two hot water heaters, one tankless, enhancing efficiency and supporting the needs of a luxury estate lifestyle. Commercial grade LED lights surround the property, offering over $20,000 of colorful or white accent lighting in addition to the landscape lights. Located within the secure, gated Deerpath section of East Lake Woodlands, residents enjoy privacy, prestige, and convenient access to Tampa Bay's premier golf, boating, fine dining, and top-rated schools. This is a rare opportunity to own a luxury pool estate on acreage in one of the most sought-after gated communities in the Tampa Bay area. Experience elevated Florida luxury living - where privacy, sophistication, and resort-style amenities converge in one extraordinary property.
Full Property Details
Full Property Details for 50 Willowood Ln
General
- Price: $1,499,900
- HOA FEE: $240/month
- HOA FEE FREQ.: Quarterly
- Taxes: $8,709 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8475420
- Updated: 2/13/2026
- Added to Site: 50 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 5
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Fireplace: Yes
- Fireplace(s): Living Room, Masonry, Stone, Wood Burning
- Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Softener
- Furnishings: Unfurnished
- Flooring: Carpet, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Clubhouse, Gated, Golf Course, Pool, Recreation Facilities, Tennis Court(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Lighting, Screen Enclosure
Exterior
- Exterior Features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
- Deck/Patio: Front Porch
- Porch/Patio/Deck: Front Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Off Street, Oversized
Location
- Area: 34677 - Oldsmar
- County: Pinellas
- Development Name: 34677 - Oldsmar
- Subdivision: DEERPATH UNIT ONE
- Driving Directions: Enter East Lake Woodlands from McMullen Booth/East Lake Road to ensure you are on the side of Deerpath with the keypad gate! Once you're through the entry gate, Deerpath is the first community on the right. Left on Willowood Ln. NO SIGN.
- Direction Faces: North
School Information
- Elementary School: Cypress Woods Elementary-PN
- Middle School: Carwise Middle-PN
- High School: East Lake High-PN
Community
- Community Name: 34677 - Oldsmar
- Community Features: Association Recreation - Owned, Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Tennis Court(s)
- Optional Amenities: Clubhouse, Gated, Golf Course, Pool, Recreation Facilities, Tennis Court(s)
- Association: Yes
- Assoc. Name: Management and Associates
- Assoc. Fees Include: 24-Hour Guard, Maintenance Grounds, Sewer, Trash
- Pet Restrictions: Buyer to confirm with HOA/Management company
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Windows: Drapes, Shades, Window Treatments
- Stories/Levels: Two
- Square Feet: 4,172
- Sq. Ft. Source: Public Records
- Year Built: 1987
Additional Structures
- Other Structures: Outdoor Kitchen
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 1.4
- Lot Size (Sq. Ft.): 60,901
- Lot Size: 1.3981
- Lot Dimensions: 126 x 120
- Frontage: Street Dead-End, Private Road
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $719
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $8,709.27
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: DEERPATH UNIT ONE LOT 28
- Flood Zone Info: X500*
- APN: 42816206900000280
- Property ID: 42816206900000280
- Block/Lot/Section: 20/690
Listed by Real Broker, Llc
Get Pre-Approved Today
Schools
Schools serving 50 Willowood Ln
School District:Pinellas County School District
| Name | Grades | Distance |
|---|---|---|
Cypress Woods Elementary School 4900 Cypress Woods Boulevard, Palm Harbor, FL 34685 | PK-5 | 2.7 mi |
East Lake High School 1300 Silver Eagle Drive, Tarpon Springs, FL 34688 | 9-12 | 3.6 mi |
Joseph L. Carwise Middle School 3301 Bentley Drive, Palm Harbor, FL 34684 | 6-8 | 2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 50 Willowood Ln
Date
Details
Price
Change
Source
2/13/2026
Listed
$1,499,900
172.71%
MLS
3/11/2005
Sold
$550,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 50 Willowood Ln
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,194
6%
$534,027
3%
2024
$8,709
2%
$518,977
3%
2023
$8,571
1%
$503,861
6%
2021
$8,468
1%
$474,937
-3%
2022
$8,351
-1%
$489,185
4%
2021
$8,468
2%
$468,380
2%
2019
$8,328
1%
$457,849
2%
2018
$8,230
1%
$449,312
2%
2017
$8,174
1%
$440,071
2%
2016
$8,119
-1%
$431,020
1%
2015
$8,240
—
$428,024
1%
2014
$8,207
2%
$424,627
1%
2013
$8,077
—
$418,352
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 50 Willowood Ln
50 Willowood Lane, Oldsmar, FL 34677 (MLS# TB8475420) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 50 Willowood Lane is currently listed for $1,499,900 and was received on February 13, 2026. Want to learn more about 50 Willowood Lane? Do you have questions about finding other Single Family real estate for sale in Oldsmar? You can browse all Oldsmar real estate or contact a Coldwell Banker agent to request more information.

