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.
Tropical Tavares Sale with a Margaritaville Vibe
LiveHeritage Sales & Appraisals
Nov 6 – Nov 8, 2026
Let it Go Lifestyle in Orlando
LiveLet It Go Lifestyle
Nov 6 – Nov 8, 2026
Your Estate Sells in Trilogy, Groveland
LiveYour Estate Sells, LLC
Nov 6 – Nov 8, 2026
Your Estate Sells in Clermont!
LiveYour Estate Sells, LLC
Nov 6 – Nov 8, 2026
Hathaway Estate Sales - Winter Park
LiveHathaway Estate Sales LLC
Nov 6 – Nov 8, 2026

Hathaway Estate Sales - Eustis
LiveHathaway Estate Sales LLC
Nov 6 – Nov 8, 2026
“Crafter’s Paradise” Sale in Orlando
LiveTreasure Chasers Estate Sales And Liquidations LLC
Nov 6 – Nov 8, 2026
SPECIAL SATURDAY NIGHT ESTATE AUCTON WITH TOOLS AND MUCH MORE
5 Points Furniture & Auction
Nov 8 – Nov 8, 2026
Berner's Weekly Auction
Berner's Auction, Inc
Nov 11 – Nov 12, 2026
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
Just Right Estate Sales LLC
Nov 12 – Nov 16, 2026
Packed Home: Stained Glass, Fairy Lamp, Vintage Quilts & Nostalgia
Blue Moon Estate Sales - Orlando East
Nov 12 – Nov 15, 2026
DAY 2 No Line. No Wait.
Closet Secrets Estate Liquidators
Nov 13 – Nov 13, 2026
FULL ESTATE LIQUADITON IN DAVENPORT
5 Points Furniture & Auction
Nov 13 – Nov 14, 2026

Cottage Flare Estate Sale
Ruftop Estate Sales
Nov 13 – Nov 14, 2026
The Eclectic Collective
FindA.Sale Directory
Nov 13 – Nov 13, 2026
Hi, It’s Terri in Howie in the Hills!!!!
Hi, It’s Terri!!!
Nov 13 – Nov 14, 2026
Posh Peacock will be in College Park - one block from Lake Adair
The Posh Peacock
Nov 13 – Nov 14, 2026
Eustis Estate Sale
Kinfolk Estate Sales
Nov 13 – Nov 15, 2026
Let it Go Lifestyle in Apopka
Let It Go Lifestyle
Nov 13 – Nov 15, 2026
Poshlando Presents: Old-School Cool — Vintage Cushman, Harley-Davidson, Tools & Collectibles
Poshlando
Nov 13 – Nov 15, 2026
A Once-in-a-Lifetime Estate Sale | Historic Family Home | The Eclectic Collective
FindA.Sale Directory
Nov 13 – Nov 15, 2026
Operation: Estate Liquidation
FindA.Sale Directory
Nov 13 – Nov 15, 2026

Jam-Packed Estate Sale in Deltona!!!
Treasure Chasers Estate Sales And Liquidations LLC
Nov 13 – Nov 15, 2026
Selected Works of Art
Easton Gallery
Nov 13 – Nov 14, 2026
HUGE FRIDAY NIGHT MULTI ESTATE AUCTION AND MORE
5 Points Furniture & Auction
Nov 14 – Nov 14, 2026
Winter Park Moving Sale - Near Lake Howell High School - FULL HOUSE!
The Garage Sale People, LLC
Nov 19 – Nov 21, 2026
Highland Lakes Estate Sale
L & D Enterprises
Nov 19 – Nov 21, 2026
COZY ESTATE SALE IN SUNNY ST CLOUD FLORIDA
5 Points Furniture & Auction
Nov 20 – Nov 21, 2026
Hi, It’s Terri in Leesburg!! Plantation
Hi, It’s Terri!!!
Nov 20 – Nov 21, 2026
MackenzieChilds, baby grand piano,, Decor ,Vintage and more
She Sells Estate Sales, LLC
Nov 20 – Nov 21, 2026
Let it Go Lifestyle in Ocoee
Let It Go Lifestyle
Nov 20 – Nov 22, 2026
A Fabulous Find in Debary
A Fabulous Find Estate Sale Company LLC
Nov 20 – Nov 22, 2026
Hi! it’s Terri in Mt. Dora!!!
Hi, It’s Terri!!!
Nov 27 – Nov 29, 2026
2026 Holiday Antique Estate Event
Olde Trove Auction House Inc
Nov 28 – Nov 29, 2026

Celebrity, Jewelry, Art & Luxury Real Estate
GWS Auctions LLC
Nov 28 – Nov 29, 2026
A Fabulous Find in Apopka
A Fabulous Find Estate Sale Company LLC
Dec 4 – Dec 6, 2026
Senator Ed Gurney Estate
At Peace Estate & Liquidation Sales Llc.
Dec 5 – Dec 6, 2026
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.
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