Shelley Dawson

Winter Park FL

COMPASS FLORIDA LLC

108 Closed Sales

$71.7M Total Value

$221K - $4.4M Price Range

$663.7K Average Price

Prior 5 years

About Shelley

Ranked among the Top 200 agents in Central Florida and a two-time Local Magazine Best of the Best Realtor® (2024 & 2025), Shelley Dawson is a recognized market authority and trusted luxury advisor serving Windermere and Winter Garden. As a long-time Orlando resident, Shelley has strong market insight into many of the top communities in Central Florida.

Shelley specializes in properties ranging from $650K to $3M, guiding move-up families and executives through strategic, well-executed transactions. Her approach balances real-time market analytics with a nuanced understanding of buyer psychology — ensuring each property is positioned intentionally and launched with precision.

A Windermere resident, member of one of the area’s oldest country clubs, and active participant in the Butler Chain boating community, Shelley brings authentic local integration to every client experience.

Her boutique advisory model prioritizes preparation, elevated marketing standards, and composed negotiation — creating clarity and confidence in high-stakes decisions.

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

Years of Experience: 10

Education: Rollins College, MHR University of Central Florida, University of Florida

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$7,482,646

Average Sale Price

$575,588

Price Range

$280K - $1.2M

Buyer Deals

Total Deals

Total Value

$15,501,714

Average Sale Price

$968,857

Price Range

$320K - $4.4M

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$15,023,646

Average Sale Price

$625,985

Price Range

$280K - $1.4M

Buyer Deals

Total Deals

Total Value

$21,623,604

Average Sale Price

$864,944

Price Range

$320K - $4.4M

2 Year View by Quarter

Seller Deals

Total Deals

Total Value

$35,919,546

Average Sale Price

$665,177

Price Range

$280K - $2.1M

Buyer Deals

Total Deals

Total Value

$35,756,705

Average Sale Price

$662,161

Price Range

$21K - $4.4M

5 Year View

Neighborhoods Shelley is Experienced In

Shelley's Active Listings

$519,900
- 3 Beds
- 2 Baths
- 2,063 Sq Ft
14571 Bahama Swallow Blvd

Winter Garden, FL
14571 Bahama Swallow Blvd is a turnkey single story home with a brand new HVAC system offering added value and peace of mind for the next owner. This 3-bedroom + den with 2 bath split-plan single-family home offers a rare combination of space, functionality, and lifestyle—with a large kitchen open to the family room. Living space is adjacent to the screened covered lanai with low maintenance

Shelley Dawson COMPASS FLORIDA LLC

$649,000
- 4 Beds
- 1 Bath
- 3,602 Sq Ft
3828 Walker Rd

Apopka, FL
Tremendous Value in this Lakefront Opportunity on Lake Apopka.Experience the potential of lakefront living on beautiful Lake Apopka, where peaceful water views and open skies create the perfect setting to create your own waterfront retreat. With a recent price adjustment, this property offers a rare opportunity to secure lakefront property in an area seeing significant new investment,

Shelley Dawson COMPASS FLORIDA LLC

$380,000
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
4406 Brookstone Ct

Orlando, FL
Under contract-accepting backup offers. Welcome to 4406 Brookstone Court, a move-in ready 4-bedroom home perfectly positioned just minutes from UCF in one of East Orlando’s most convenient locations.This well-maintained residence in Regency Park offers over 1,600 square feet of thoughtfully designed living space, featuring an open-concept layout that blends comfort and functionality. Natural

Shelley Dawson COMPASS FLORIDA LLC

Recently Sold

$840,646 Sold Mar 30, 2026
- 5 Beds
- 4.5 Baths
- 3,849 Sq Ft
4926 Indian Deer Rd

Windermere, FL
- 12% Below List
- $218/SF
- 135 Days On Market
- Current Est. Value $842K
Shelley Dawson COMPASS FLORIDA LLC

$345,000 Sold Feb 27, 2026
- 3 Beds
- 2.5 Baths
- 1,719 Sq Ft
1915 Terrapin Rd

Ocoee, FL
- 1% Below List
- $201/SF
- 4 Days On Market
- Current Est. Value $343K
Shelley Dawson COMPASS FLORIDA LLC

$600,000 Sold Dec 19, 2025
- 4 Beds
- 3 Baths
- 2,218 Sq Ft
14325 Cedar Hill Dr

Winter Garden, FL
- $271/SF
- 2 Days On Market
- Current Est. Value $602K
Shelley Dawson COMPASS FLORIDA LLC

$1,230,000 Sold Dec 3, 2025
- 4 Beds
- 3 Baths
- 3,014 Sq Ft
11721 Camden Park Dr

Windermere, FL
- 18% Below List
- $408/SF
- 5 Days On Market
- Current Est. Value $1M
Shelley Dawson COMPASS FLORIDA LLC

$500,000 Sold Nov 27, 2025
- 4 Beds
- 2 Baths
- 2,065 Sq Ft
2315 Kaley Ridge Rd

Clermont, FL
- $242/SF
- 6 Days On Market
- Current Est. Value $495K
Shelley Dawson COMPASS FLORIDA LLC

$439,000 Sold Sep 19, 2025
- 5 Beds
- 4 Baths
- 3,222 Sq Ft
17 Ryewood Cir

Homosassa, FL
- 2% Below List
- $136/SF
- 13 Days On Market
- Current Est. Value $342K
Shelley Dawson COMPASS FLORIDA LLC

$280,000 Sold Sep 2, 2025
- 2 Beds
- 2 Baths
- 960 Sq Ft
6835 Massa Ct

Orlando, FL
- 5% Below List
- $292/SF
- 28 Days On Market
- Current Est. Value $275K
Shelley Dawson COMPASS FLORIDA LLC

$435,000 Sold Aug 28, 2025
- 5 Beds
- 4 Baths
- 3,222 Sq Ft
13 Knotwood Ln

Sugarmill Woods, FL
- 27% Below List
- $135/SF
- 118 Days On Market
- Current Est. Value $338K
Shelley Dawson COMPASS FLORIDA LLC

$325,000 Sold Jul 11, 2025
- 2 Beds
- 2.5 Baths
- 1,212 Sq Ft
8445 Leeland Archer Blvd

Orlando, FL
- 39% Below List
- $268/SF
- 5 Days On Market
- Current Est. Value $320K
Shelley Dawson COMPASS FLORIDA LLC

Other Experience

Distressed Properties, First Time Home Buyers, Foreclosures, Investments, Luxury Homes, Military Families, New Construction, Property Management, Senior Communities, Short Sales, Timeshares, Veteran Programs

Shelley Dawson

(689) 220-5736

Homes for Sale by City

Shelley Dawson

About Shelley

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Shelley is Experienced In

Shelley's Listings and Deals

Shelley's Active Listings

Recently Sold

Other Experience