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Report Results for

331 E Webster Ave Winter Park, FL

331 E Webster Ave Winter Park, FL 32789 was built in 1967 and last sold for $990,000. The property has a lot size of 16,380 Sq Ft lot and is listed as a Single Family. The property is currently not for sale. Current estimates place the value near 2,163,000, reflecting a 18% change over the past year, with 3 beds, 3 baths, and approximately 3,346 sq ft of living space. If you are looking to buy or rent a property, use USPhoneBook's property database to avoid rental scams, understand tax liabilities, and get a sense of the property's value over time. You can also check out the neighborhood section and see nearby homes, last sold for prices, tax records and more.

Public Facts

$990,000

Last sold May 8, 2026

3

Beds

3

Baths

3,346

Sqft

Off Market

$2,163,000 estimated value

Built in 1967

$646/sqft

16,380 lot sqft

Property characteristics

Property type

Residential

Zoning type

Single Family

APN

05-22-30-9398-00-030

Parking

3

Subdivision

Winter Park Old Town

Heating

Forced air unit

Cooling

Central

Fireplaces

1

Stories

1

Property History

Over the last 12 months, the sales price of 331 E Webster Ave Winter Park, FL 32789 has increased by 18%.

Price History

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Year	Price		Price/Sq Ft
2026	$ 2,284,000	18 %	$ 683
2025	$ 1,923,000	-8 %	$ 575
2024	$ 2,098,000	28 %	$ 627
2023	$ 1,627,000	11 %	$ 486
2022	$ 1,462,000	23 %	$ 437
2021	$ 1,180,000	----	$ 353

Tax History

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Year	Taxes		Assesments
2026		----	$ 1,374,020
2025	$ 20,942	6 %
2024	$ 19,652	14 %	$ 1,267,912
2023	$ 17,198	16 %	$ 1,147,386
2022	$ 14,719	----	$ 952,601

Owner

Lucky Oshaughnessy Lucky Oshaughnessy , Age 22

Lives at 331 E Webster Ave, Winter Park, FL 32789-3226

Relatives: Leslie Windram, Michael Oshaughnessy, Shane Oshaughnessy, Thomas Clark, Thomas Oshaughnessy, Betty Oshaughnessy

People Living at 331 E Webster Ave Winter Park, FL

Lucky Oshaughnessy Lucky Oshaughnessy , Age 22

Lives at 331 E Webster Ave, Winter Park, FL 32789-3226

Prior addresses: 640 N Park AVE, Apt 27, Winter Park, FL 32789-3264 190 PO Box, Winter Park, FL 32790-0190 Po Box 44, Winter Park, FL 32790-0044

Relatives: Leslie Windram, Michael Oshaughnessy, Shane Oshaughnessy, Thomas Clark, Thomas Oshaughnessy, Betty Oshaughnessy

Thomas Oshaughnessy Thomas Michael Oshaughnessy , Age 69

Lives at 331 E Webster Ave, Winter Park, FL 32789-3226

Prior addresses: Po Box 190, Winter Park, FL 32790-0190 4469 S Atlantic Ave, Ponce Inlet, FL 32127-6905 1407 Noble PL, Orlando, FL 32801-4218

Relatives: Leslie Windram, Cynthia Oshaughnessy, Cynthia Perry, Daniel Oshaughnessy, Diane Windram, Dona Oshaughnessy, Donald Oshaughnessy, Ellen Oshaughnessy, Evelyne Oshaughnessy

Shane Oshaughnessy Shane Anne Oshaughnessy , Age 24

Lives at 331 E Webster Ave, Winter Park, FL 32789-3226

Prior addresses: Po Box 44, Winter Park, FL 32790-0044 644 N Knowles Ave, APT 9, Winter Park, FL 32789-3249

Relatives: Leslie Windram, Lucky Oshaughnessy, Michael Oshaughnessy, Thomas Oshaughnessy, Betty Oshaughnessy, Cathy Oshaughnessy

Diane Windram Diane N Windram , Age 95

Lives at 331 E Webster Ave, Winter Park, FL 32789-3226

Prior addresses: 840 Fairview Ave, Mount Dora, FL 32757-3738

Relatives: Thomas Windram, Leslie Windram, Mark Windram, Thomas Oshaughnessy, Cynthia Oshaughnessy, Cynthia Perry, Daniel Oshaughnessy, Dona Oshaughnessy

Leslie Windram Leslie Anne Windram , Age 61

Lives at 331 E Webster Ave, Winter Park, FL 32789-3226

Prior addresses: 4469 S Atlantic Ave, Ponce Inlet, FL 32127-6905 Po Box 190, Winter Park, FL 32790-0190 4616 S Atlantic AVE, Ste B, Port Orange, FL 32127-7101

Relatives: Thomas Oshaughnessy, Diane Windram, Donald Oshaughnessy, James Oshaughnessy, Lucky Oshaughnessy, Mark Windram, Michael Oshaughnessy, Rebecca Stappenbeck, Shane Oshaughnessy

Thomas Windram Thomas John Windram , Age 71

Lives at 4347 Aqua Vista Dr, # H, Orlando, FL 32839-1047

Prior addresses: 283 Tait Ter SE, Port Charlotte, FL 33952-9146 840 Fairview Ave, Mount Dora, FL 32757-3738

Relatives: Diane Windram, Leslie Windram, Mark Windram, Thomas Oshaughnessy, Thomas Windram, Albrie Nichole, Bryan Jolley, Cynthia Oshaughnessy, Cynthia Perry

Mark Windram Mark David Windram , Age 65

Lives at 3335 Garland Way, Mount Dora, FL 32757-4624

Prior addresses: Po Box 939, Cedar Key, FL 32625-0939 5950 Lakehurst Dr, Ste 181, Orlando, FL 32819-8363 840 Fairview Ave, Mount Dora, FL 32757-3738

Relatives: Diane Windram, Leslie Windram, Rebecca Stappenbeck, Thomas Oshaughnessy, Thomas Windram, Christopher Dotson, Cynthia Oshaughnessy, Cynthia Perry

Thomas Oshaughnessy Thomas M Oshaughnessy , Age 69

Lives at Po Box 190, Winter Park, FL 32790-0190

Prior addresses: 4469 S Atlantic Ave, Wilbur By The Sea, FL 32127-6905 2241 Hawick Ln, Winter Park, FL 32792-4113

Relatives: Cynthia Perry, Donald Oshaughnessy, James Oshaughnessy, Leslie Windram, Lucky Oshaughnessy, Michael Oshaughnessy, Richard Perkins, Robert Lang, Sandra Perkins

Michael Oshaughnessy Michael R Oshaughnessy , Age 58

Lives at 10 Lantern Ln, Londonderry, NH 03053-3905

Prior addresses: 4616 S Atlantic AVE, Ste A, Ponce Inlet, FL 32127-7101 239 Eagle DR, Boone, NC 28607-8932 Po Box 190, Winter Park, FL 32790-0190

Relatives: Stephanie Oshaughnessy, Cathy Oshaughnessy, Daniel Oshaughnessy, David Oshaughnessy, Leslie Windram, Lucky Oshaughnessy, Madelyn Oshaughnessy, Michael Oshaughnessy, Richard Oshaughnessy

Thomas Oshaughnessy Thomas M Oshaughnessy , Age 62

Lives at 4616 S Atlantic AVE, Ste B, Ponce Inlet, FL 32127-7101

Prior addresses: Po Box 190, Winter Park, FL 32790-0190 Po Box 3, Edgewater, MD 21037-0003 10 Lantern Ln, Londonderry, NH 03053-3905

Relatives: Cynthia Perry, James Oshaughnessy, Leslie Windram, Lucky Oshaughnessy, Madelyn Oshaughnessy, Michael Oshaughnessy, Shane Oshaughnessy, Stephanie Oshaughnessy

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Neighbors

321 E Webster Ave

Winter Park, FL

View Property Report

461 E Webster Ave

Winter Park, FL

View Property Report

850 Old England Ave

Winter Park, FL

View Property Report

701 N Interlachen Ave

Winter Park, FL

View Property Report

FAQs

Who lives at 331 E Webster Ave, Winter Park, FL 32789?

According to our records, the current person living in 331 E Webster Ave is Lucky Oshaughnessy.

Is this property currently for sale?

The property is not for sale and last sold for $990,000 on May 8, 2026. Use USPhoneBook to review nearby listings or compare similar homes in the area.

What is the estimated value of this property?

The estimated value is $2,163,000, reflecting a 18% change over the past year. You can explore price history and tax records to see how the value has changed over time.

How big is this property?

It features approximately 3,346 sq ft of living space on a 16,380 sq ft lot, built in 1967 and classified as a Single Family.

What nearby properties can I compare this to?

Nearby homes include 321 E Webster Ave, 461 E Webster Ave, and 850 Old England Ave, each with its own property report to help compare size, value, and residents.

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