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Estate Sales in Winter Park, FL

39 estate sales listed

Live listing counts for estate sales in Winter Park

7

Open right now

8

This weekend (Nov 6 to Nov 8)

39

Listed in Winter Park

Also in Winter Park: 15 yard sales, 1 auction, 3 resale listings, or see all sales in Winter Park.

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Tropical Tavares Sale with a Margaritaville Vibe

Live

Heritage Sales & Appraisals

Nov 6 – Nov 8, 2026

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Let it Go Lifestyle in Orlando

Live

Let It Go Lifestyle

Nov 6 – Nov 8, 2026

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Your Estate Sells in Trilogy, Groveland

Live

Your Estate Sells, LLC

Nov 6 – Nov 8, 2026

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Your Estate Sells in Clermont!

Live

Your Estate Sells, LLC

Nov 6 – Nov 8, 2026

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Hathaway Estate Sales - Winter Park

Live

Hathaway Estate Sales LLC

Nov 6 – Nov 8, 2026

Hathaway Estate Sales - Eustis

Hathaway Estate Sales - Eustis

Live

Hathaway Estate Sales LLC

Nov 6 – Nov 8, 2026

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“Crafter’s Paradise” Sale in Orlando

Live

Treasure Chasers Estate Sales And Liquidations LLC

Nov 6 – Nov 8, 2026

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SPECIAL SATURDAY NIGHT ESTATE AUCTON WITH TOOLS AND MUCH MORE

5 Points Furniture & Auction

Nov 8 – Nov 8, 2026

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Berner's Weekly Auction

Berner's Auction, Inc

Nov 11 – Nov 12, 2026

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Oviedo Moving Sale - Big house!

The Garage Sale People, LLC

Nov 12 – Nov 14, 2026

Online Auction In Winter Springs By Just Right Estate Sales

Online Auction In Winter Springs By Just Right Estate Sales

Just Right Estate Sales LLC

Nov 12 – Nov 16, 2026

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Packed Home: Stained Glass, Fairy Lamp, Vintage Quilts & Nostalgia

Blue Moon Estate Sales - Orlando East

Nov 12 – Nov 15, 2026

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DAY 2 No Line. No Wait.

Closet Secrets Estate Liquidators

Nov 13 – Nov 13, 2026

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FULL ESTATE LIQUADITON IN DAVENPORT

5 Points Furniture & Auction

Nov 13 – Nov 14, 2026

Cottage Flare Estate Sale

Cottage Flare Estate Sale

Ruftop Estate Sales

Nov 13 – Nov 14, 2026

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The Eclectic Collective

FindA.Sale Directory

Nov 13 – Nov 13, 2026

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Hi, It’s Terri in Howie in the Hills!!!!

Hi, It’s Terri!!!

Nov 13 – Nov 14, 2026

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Posh Peacock will be in College Park - one block from Lake Adair

The Posh Peacock

Nov 13 – Nov 14, 2026

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Eustis Estate Sale

Kinfolk Estate Sales

Nov 13 – Nov 15, 2026

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Let it Go Lifestyle in Apopka

Let It Go Lifestyle

Nov 13 – Nov 15, 2026

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Poshlando Presents: Old-School Cool — Vintage Cushman, Harley-Davidson, Tools & Collectibles

Poshlando

Nov 13 – Nov 15, 2026

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A Once-in-a-Lifetime Estate Sale | Historic Family Home | The Eclectic Collective

FindA.Sale Directory

Nov 13 – Nov 15, 2026

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Operation: Estate Liquidation

FindA.Sale Directory

Nov 13 – Nov 15, 2026

Jam-Packed Estate Sale in Deltona!!!

Jam-Packed Estate Sale in Deltona!!!

Treasure Chasers Estate Sales And Liquidations LLC

Nov 13 – Nov 15, 2026

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Selected Works of Art

Easton Gallery

Nov 13 – Nov 14, 2026

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HUGE FRIDAY NIGHT MULTI ESTATE AUCTION AND MORE

5 Points Furniture & Auction

Nov 14 – Nov 14, 2026

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Winter Park Moving Sale - Near Lake Howell High School - FULL HOUSE!

The Garage Sale People, LLC

Nov 19 – Nov 21, 2026

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Highland Lakes Estate Sale

L & D Enterprises

Nov 19 – Nov 21, 2026

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COZY ESTATE SALE IN SUNNY ST CLOUD FLORIDA

5 Points Furniture & Auction

Nov 20 – Nov 21, 2026

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Hi, It’s Terri in Leesburg!! Plantation

Hi, It’s Terri!!!

Nov 20 – Nov 21, 2026

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MackenzieChilds, baby grand piano,, Decor ,Vintage and more

She Sells Estate Sales, LLC

Nov 20 – Nov 21, 2026

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Let it Go Lifestyle in Ocoee

Let It Go Lifestyle

Nov 20 – Nov 22, 2026

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A Fabulous Find in Debary

A Fabulous Find Estate Sale Company LLC

Nov 20 – Nov 22, 2026

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Hi! it’s Terri in Mt. Dora!!!

Hi, It’s Terri!!!

Nov 27 – Nov 29, 2026

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2026 Holiday Antique Estate Event

Olde Trove Auction House Inc

Nov 28 – Nov 29, 2026

Celebrity, Jewelry, Art & Luxury Real Estate

Celebrity, Jewelry, Art & Luxury Real Estate

GWS Auctions LLC

Nov 28 – Nov 29, 2026

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A Fabulous Find in Apopka

A Fabulous Find Estate Sale Company LLC

Dec 4 – Dec 6, 2026

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Senator Ed Gurney Estate

At Peace Estate & Liquidation Sales Llc.

Dec 5 – Dec 6, 2026

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Let it Go Lifestyle in Orlando

Let It Go Lifestyle

Dec 11 – Dec 13, 2026

Frequently Asked Questions About Estate Sales in Winter Park

How many estate sales are in Winter Park, FL this week?›

FindA.Sale currently lists 39 estate sales in Winter Park, FL. 7 are open right now. Listings refresh daily as organizers post new sales.

Are there estate sales in Winter Park this weekend?›

Yes. 8 estate sales run during the weekend of Nov 6 to Nov 8 in Winter Park. Open a listing for exact dates, hours, and directions.

What other kinds of sales are happening in Winter Park?›

Beyond estate sales, Winter Park currently has 15 yard sales, 1 auction, and 3 resale listings listed on FindA.Sale. The Winter Park city page collects every sale type in one place.

What can I find at estate sales in Winter Park, FL?›

Estate sales in Winter Park typically include furniture, antiques, artwork, jewelry, clothing, kitchenware, tools, books, collectibles, and electronics. Every sale is different. Items reflect the life and interests of the family. Browsing the photo gallery before you go is the best way to know what to expect.

Are estate sales in Winter Park open to the public?›

Yes. Estate sales are open to any member of the public during posted hours. No invitation or membership is required. Some high-demand sales use a numbered entry system or require online registration for the first hour; check the individual listing for details.

What time should I arrive at an estate sale in Winter Park?›

For desirable sales, arriving 15–30 minutes before opening gives you the best selection. Jewelry, art, and antiques move quickly in the first hour. If a sale uses a numbered entry system, arrive earlier. Day-two and day-three visits reward patient shoppers with steeper discounts, often 25–50% off.

Can I negotiate prices at estate sales?›

Negotiation is common at estate sales, especially on the second or third day when organizers are motivated to clear inventory. On the first day, prices are usually firm on high-value items. Always negotiate respectfully. Organizers set prices on behalf of the family and most are open to reasonable offers on slower-moving items.

How do I find estate sales near me in Winter Park?›

FindA.Sale lists every estate sale in Winter Park as soon as it's published. Bookmark this page and check back Thursday evening. Most Winter Park-area organizers post weekend sales by end of day Thursday. You can also browse by map to find sales within a specific distance from your location.

What should I bring to an estate sale?›

Bring cash (some organizers don't accept cards), a tape measure if you're buying furniture, bags or boxes for smaller items, and a phone to look up values. Wear comfortable shoes. Estate sales involve a lot of walking through a home. If you're buying large items, bring a vehicle that can transport them or arrange same-day pickup.

How do estate sales work?›

Estate sales are run by professional organizers who price and sell the entire contents of a home, usually over a weekend. Buyers browse the home room by room, select items, and pay at a checkout area. Everything is for sale unless marked otherwise. Prices are set to move. The goal is to clear the estate, not maximize every individual price.

Are you an organizer in Winter Park?

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