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.
Property Details
Price:
$1,499,900
MLS #:
TB8475420
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
DEERPATH UNIT ONE
Neighborhood:
34677oldsmar
Listed Date:
Feb 13, 2026
Finished Sq Ft:
4,172
Total Sq Ft:
7,063
Lot Size:
60,901 sqft / 1.40 acres (approx)
Year Built:
1987
See this Listing
Schools
Elementary School:
Cypress Woods Elementary-PN
Middle School:
Carwise Middle-PN
High School:
East Lake High-PN
Interior
Appliances
Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Softener
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Carpet, Tile, Hardwood
Heating
Electric
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Exterior
Association Amenities
Clubhouse, Gated, Golf Course, Pool, Recreation Facilities, Tennis Court(s)
Community Features
Association Recreation – Owned, Clubhouse, Deed Restrictions, Gated Community – Guard, Golf Carts OK, Golf, Tennis Court(s)
Construction Materials
Block
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
Other Structures
Outdoor Kitchen
Parking Features
Driveway, Garage Door Opener, Off Street, Oversized
Roof
Shingle
Financial
HOA Fee
$719
HOA Frequency
Quarterly
HOA Includes
24-Hour Guard, Maintenance Grounds, Sewer, Trash
HOA Name
Management and Associates
Tax Year
2024
Taxes
$8,709
Map
Community
- Address50 WILLOWOOD LANE OLDSMAR FL
- SubdivisionDEERPATH UNIT ONE
- CityOLDSMAR
- CountyPinellas
- Zip Code34677
Subdivisions in OLDSMAR
- ABERDEEN UNIT TWO
- BAY ARBOR
- BAYS END
- BAYSIDE MEADOWS PH 0
- BAYSIDE MEADOWS PH II
- BAYSIDE MEADOWS PHASE II SEC 2, A PARTIAL REPLAT L
- BAYSIDE MEADOWS-PHASE I
- BAYSIDE TERRACE
- BOSTON CITY PLAZA BUS CONDO
- COUNTRY CLUB ADD TO OLDSMAR REV
- COUNTRYSIDE KEY
- CROSS CREEK
- CROSS CREEK – UNIT TWO
- CROSS CREEK EAST LAKE WOODLANDS
- CROSS POINTE
- CROSSINGS AT OLDSMAR BUSINESS CENTER CONDO
- CYPRESS LAKES CORPORATE CENTER COMM CONDO
- EAST LAKE WOODLANDS
- EAST LAKE WOODLANDS CLUSTER HOMES
- EAST LAKE WOODLANDS CONDO
- EAST LAKE WOODLANDS CONDO VI
- EAST LAKE WOODLANDS CYPRESS ESTATES
- EAST LAKE WOODLANDS CYPRESS ESTATES UNIT
- EAST LAKE WOODLANDS LAKE ESTATES PATIO HOMES
- EAST LAKE WOODLANDS MEADOWS CONDO
- EAST LAKE WOODLANDS PATIO HOMES
- EAST LAKE WOODLANDS PINEWINDS
- EAST LAKE WOODLANDS QUAIL FOREST CLUSTER HOMES
- EAST LAKE WOODLANDS UNIT 1
- EAST LAKE WOODLANDS WOODLAKE RUN
- EAST LAKE WOODLANDS WOODRIDGE GREEN TWNHMS
- EAST LAKE WOODLANDS WOODS LANDING TWNHMS
- EAST LAKE WOODLANDS, THE MEADOWS CONDO
- EASTLAKE OAKS PH 1
- EASTLAKE OAKS PH 2
- EASTLAKE OAKS PH 4
- EMERALD BAY
- EMERALD BAY SUBDIVISION
- ESTUARY OF MOBBLY BAY
- FOUNTAINS AT CYPRESS LAKES II-A THE
- GARDENS OF FOREST LAKES CONDO THE
- GREENHAVEN UNIT TWO
- GREENHAVEN UNIT-FOUR
- GULL-AIRE VILLAGE
- GULL-AIRE VILLAGE PH 2A
- GULL-AIRE VILLAGE PH 2C
- HAMLETS OF FOREST LAKES THE
- HARBOR PALMS UNIT 11
- HARBOR PALMS UNIT 6 A
- HARBOR PALMS UNIT ELEVEN
- HARBOR PALMS-UNIT FIVE
- HARBOR PALMS-UNIT FOUR A
- HARBOR PALMS-UNIT ONE
- HARBOR PALMS-UNIT SIX
- HARBOR PALMS-UNIT THREE
- HARBOR PALMS-UNIT TWO
- HAYES PARK VILLAGE
- HEATHERWOOD UNIT ONE CONDO
- HUNTERS CROSSING
- HUNTERS TRAIL TWNHMS
- KINGSMILL
- LAUREL OAKS AT EAST LAKE
- MANORS OF FOREST LAKES THE PH 2
- MEADOWS CONDO AT EAST LAKE WOODLANDS
- MEARS COMMERCE CENTER PH 2B
- OLDSMAR COUNTRY CLUB ESTATES SEC 1
- OLDSMAR COUNTRY CLUB ESTATES SEC 1 REP
- OLDSMAR COUNTRY CLUB ESTATES SEC 2
- OLDSMAR COUNTRY CLUB ESTATES SEC 3
- OLDSMAR GALLERIA CONDO
- OLDSMAR REV
- OLDSMAR REV MAP
- PARCEL B – THE PINNACLE
- PRESERVE AT CYPRESS LAKES PH I THE
- QUAIL FOREST CLUSTER HOMES
- SEASIDE ESTATES
- SHEFFIELD VILLAGE AT BAYSIDE MEADOWS
- SHEFFIELD VILLAGE PH II AT BAYSIDE MEADOWS
- SHOREVIEW PH I
- ST ANDREWS CONDO
- STONEBRIAR
- SUN KETCH TWNHMS AT CYPRESS LAKES
- TAMPASHORES BAY SEC
- TAMPASHORES HOTEL PLAZA SEC
- TURTLE CREEK UNIT FOUR
- TURTLE CREEK UNIT TWO
- TURTLE CREEK UNIT-ONE
- TUSCANY WOODS SOUTH
- VILLAS OF FOREST LAKES
- VILLAS OF FOREST LAKES THE
- WARWICK HILLS
- WASHINGTON PARK VILLAGE
- WEST OLDSMAR SEC 1
- WOODS OF FOREST LAKES PH TWO – UNIT TWO
- WOODS OF FOREST LAKES THE PH ONE
- WORTHINGTON
Market Summary
Current real estate data for Single Family in OLDSMAR as of Mar 20, 2026
121
Single Family Listed
98
Avg DOM
285
Avg $ / SqFt
$609,971
Avg List Price
Property Summary
- Located in the DEERPATH UNIT ONE subdivision, 50 WILLOWOOD LANE OLDSMAR FL is a Single Family for sale in OLDSMAR, FL, 34677. It is listed for $1,499,900 and features 4 beds, 4 baths, and has approximately 4,172 square feet of living space, and was originally constructed in 1987. The current price per square foot is $360. The average price per square foot for Single Family listings in OLDSMAR is $285. The average listing price for Single Family in OLDSMAR is $609,971. To schedule a showing of MLS#tb8475420 at 50 WILLOWOOD LANE in OLDSMAR, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of REAL BROKER, 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. 50 WILLOWOOD LANE
OLDSMAR, FL



















































































