Brett Winters

Orlando FL

5.0stars, 1 Review

OLDE TOWN BROKERS INC

67 Closed Sales

$35.6M Total Value

$165K - $2.6M Price Range

$531.2K Average Price

Prior 5 years

About Brett

As a Central Florida native, Brett Thomas Winters finds joy in helping others discover their own roots in the Sunshine State. Brett has sold hundreds of a wide variety of properties, including rural land, lakefront estates, quaint bungalows, and downtown Orlando penthouses. His exceptional credentials in documented sales and local market knowledge complement his strong relationships and personalized approach.

In addition to being a Licensed Broker, Brett holds the designation of a Graduate Realtor Institute (GRI), a nationally recognized distinction by the board of Realtors. He is a proud alumni of the University of Florida and a homeowner in both the College park and Colonialtown neighborhoods. He especially loves serving clients in his own community, where you may see him walking his rescue dog Walter or enjoying a cruise around town in his GEM car.

Home Types: House, Condo, Townhouse, Lot/Land

Years of Experience: 13

Education: Licensed Real Estate Broker Associate, University of Florida, and Mount Dora High School

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	7
Total Value	$3,528,500
Average Sale Price	$504,071
Price Range	$182K - $835K

Buyer Deals
Total Deals	7
Total Value	$6,136,742
Average Sale Price	$876,677
Price Range	$303K - $2.2M

Seller Deals
Total Deals	11
Total Value	$5,098,400
Average Sale Price	$463,491
Price Range	$182K - $835K

Buyer Deals
Total Deals	9
Total Value	$7,601,742
Average Sale Price	$844,638
Price Range	$303K - $2.2M

Seller Deals
Total Deals	42
Total Value	$17,915,400
Average Sale Price	$426,557
Price Range	$165K - $835K

Buyer Deals
Total Deals	25
Total Value	$17,677,202
Average Sale Price	$707,088
Price Range	$206K - $2.6M

5 Year View

Neighborhoods Brett is Experienced In

Brett's Active Listings

$314,000
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
371 Pinesong Dr

Casselberry, FL
Welcome to this charming, move-in ready townhome in the highly desirable Pine Tree Village community of Deer Run. Filled with natural light, this bright and inviting home offers a warm, open living space perfect for both everyday living and entertaining. This townhome has no shared walls and lives like a single family home. The kitchen and bathrooms have been beautifully updated with granite

Brett Winters OLDE TOWN BROKERS INC

Recently Sold

$667,500

Sold Mar 13, 2026
- 2 Beds
- 2.5 Baths
- 2,100 Sq Ft
100 S Eola Dr

Unit 911

Orlando, FL
- 8% Below List
- $318/SF
- 23 Days On Market
- Current Est. Value $676K
Brett Winters OLDE TOWN BROKERS INC

$740,000

Sold Mar 4, 2026
- 3 Beds
- 2.5 Baths
- 2,307 Sq Ft
38 E Yale St

Orlando, FL
- 11% Below List
- $321/SF
- 123 Days On Market
- Current Est. Value $732K
Brett Winters OLDE TOWN BROKERS INC

$182,000

Sold Mar 3, 2026
- 3 Beds
- 2 Baths
- 1,278 Sq Ft
974 E Michigan St

Unit 974B

Orlando, FL
- 2% Below List
- $142/SF
- 11 Days On Market
- Current Est. Value $182K
Brett Winters OLDE TOWN BROKERS INC

$835,000

Sold Dec 3, 2025
- 3 Beds
- 2 Baths
- 2,103 Sq Ft
1024 W Harvard St

Orlando, FL
- $397/SF
- 3 Days On Market
- Current Est. Value $827K
Brett Winters OLDE TOWN BROKERS INC

$195,000

Sold Nov 25, 2025
- 2 Beds
- 2 Baths
- 1,121 Sq Ft
911 N Orange Ave

Unit 232

Orlando, FL
- $174/SF
- 40 Days On Market
- Current Est. Value $195K
Brett Winters OLDE TOWN BROKERS INC

$460,000

Sold Nov 20, 2025
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
2900 E Grant Ave

Orlando, FL
- 2% Above List
- $315/SF
- 3 Days On Market
- Current Est. Value $476K
Brett Winters OLDE TOWN BROKERS INC

$449,000

Sold Apr 25, 2025
- 4 Beds
- 2 Baths
- 2,212 Sq Ft
9511 Lake Douglas Place

Orlando, FL
- 10% Below List
- $203/SF
- 48 Days On Market
- Current Est. Value $477K
Brett Winters OLDE TOWN BROKERS INC

$371,000

Sold Nov 15, 2024
- 2 Beds
- 1.5 Baths
- 966 Sq Ft
305 Niblick Way

Orlando, FL
- 13% Below List
- $384/SF
- 33 Days On Market
- Current Est. Value $457K
Brett Winters OLDE TOWN BROKERS INC

$430,000

Sold Sep 9, 2024
- 3 Beds
- 2 Baths
- 1,140 Sq Ft
2420 Lotafun Ave

Winter Park, FL
- 4% Below List
- $377/SF
- 4 Days On Market
- Current Est. Value $419K
Brett Winters OLDE TOWN BROKERS INC

Awards and Designations

GRI - Graduate REALTOR Institute

Other Experience

Distressed Properties, First Time Home Buyers, Investments, Luxury Homes, New Construction, Property Management

8/28/21Robert Mundyschein

Google Review

Agent License: Florida #3275843

Brett Winters

(352) 747-0916

OLDE TOWN BROKERS INC

(352) 747-0916

Homes for Sale by City

Brett Winters

About Brett

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Brett is Experienced In

Brett's Listings and Deals

Brett's Active Listings

Recently Sold

Awards and Designations

Other Experience

Brett's Reviews