Shelley Dawson's Profile Photo

Shelley Dawson

Real Estate Advisor

Specialties

Buyer's Agent, Listing Agent, Relocation, First Time Homebuyers

Recognition 

2X WinnerBest of the Best Realtor® – The Local Magazine (2024, 2025)

• Orlando Real Producers: Top 200 (2025) Top 1% of Agents in 4 Counties (2022–2025)

• Orlando Regional REALTOR® Association – Gold Million Dollar Club (2019–2024)

Client Testimonials

★★★★★
"We had a phenomenal experience with Shelley as our realtor. Not only was she extremely knowledgeable and experienced in local real estate, but she also answered all of our questions and guided us through each step of the process. Thanks to her, we secured a contract shortly after our house was listed. Throughout the sale and closing, Shelley was communicative and proactive. We are grateful for her guidance and expertise in selling our home and highly recommend her to anyone in the market to buy or sell a home in central Florida."

★★★★★
"Shelley is a PHENOMENAL realtor. My husband and I are first time home buyers, and she was incredibly patient and available to help us with any and all questions. She is highly experienced and brought valuable insights into all the homes we toured. Will definitely work with her again next time we’re looking for property!"

★★★★★
"Shelley is an absolutely fantastic realtor. She made us feel important and comfortable all the way through the selling process. Her marketing background is evident in the expertise and effort that she put into marketing our home. She was spot on with the purchase price - just aggressive enough to drive the right demand. We ended up with 4 full-priced offers and she was amazing at helping us to navigate the offers to select the one that was best for us in all respects. She did not stop providing excellent service when we were in contract. She ensured everything went smoothly all the way to closing. We've had a lot of experience with realtors and Shelley is truly the gold standard!!"

★★★★★
"It was a real pleasure working with Shelley. I was extremely hesitant, even anxious, about selling my house but felt that it was the right time in the market. Shelley put my fears to rest, even gave me several weeks to mull my decision over. Once I committed, the house sold immediately and for over asking price with a lease back to boot. It was the perfect scenario for the buyer and worked out perfectly for me as I now have time to find a new house without feeling pressured into buying something quickly."

★★★★★
"Shelley’s skillset truly transcends the normal realtor home buying and home selling transaction. She can help you define your long term real estate vision or dream and not just think transactional. Her connections in the community are worth gold and she even helped us avoid a possible purchasing misstep based on her insights. Several of our family members are in the real estate business and we still chose to work with Shelley due to her experience and knowledge of the Horizon West area. Once you work with Shelley, she will be your go-to-gal for all future real estate needs."

★★★★★
"Shelley’s local neighborhood knowledge and knowledge of school districting is invaluable. We moved from Massachusetts with three school aged children and had a lot of questions about schools and growth. Also coming from out of state we had very little knowledge about the different communities and it all seemed overwhelming at the start. Shelley listened to our needs and was able to point us in the direction of possible areas and communities that met our needs. In the end she helped us find and secure our dream home in our dream community at a price we could afford. We can’t thank her enough!"
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.

Shelley Dawson’s Listings

a front view of house with flowers
a front view of a house with garden
a living room with furniture and a wooden floor
a living room with furniture and a wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a sink dishwasher a stove and white countertops with wooden floor
a kitchen with a sink and potted plant
a kitchen with a sink and wooden cabinets
a kitchen with a stove a refrigerator and a sink
a view of balcony
a view of a dining room with furniture and wooden floor
a view of a dining room with furniture window and wooden floor
a living room with furniture and a large window
a room with furniture and a window
a view of a workspace with furniture and a window
a bathroom with a sink a mirror and a shower
a bathroom with a toilet a sink and a mirror
a bedroom with bed and window
a bathroom with a sink and mirror
a spacious bedroom with a bed and a chandelier
a bathroom with a tub sink and mirror
a view of livingroom with washer and dryer
a bedroom with a bed and a lamp
a kitchen with stainless steel appliances granite countertop a sink a stove and a granite counter tops
a table with a vase and flowers on it
a view of a hallway with wooden floor
a bedroom with a bed and a window
a bathroom with a shower and a toilet
a bathroom with a double vanity sink and a mirror
a view of empty room with wooden floor
a bathroom with a granite countertop sink a toilet and mirror
a bedroom with a bed and a lamp
a view of a porch with furniture and garden
a building outdoor space with patio
a view of a balcony with lake view and a floor to ceiling window
a view of a lake with a tree
a living room with furniture
a living room with furniture and a potted plant
a view of entryway
a view of a lake
a view of a house with a yard and a large tree
a sign board with lake view
an aerial view of multiple house
an aerial view of a house with outdoor space and lake view
an aerial view of a house with a yard and lake view in back
an aerial view of multiple house
an aerial view of a house
an aerial view of multiple house
an aerial view of a house with outdoor space
a picture of a floor plan
$840,646 | 4926 Indian Deer Road, Windermere, FL 34786
$840,646 | 4926 Indian Deer Road, Windermere, FL 34786
1/51
Listed By CompassPending

$840,646

5
Bedrooms
3,849
Square Feet
0.55
Acres
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
$699,000 | 3828 Walker Road, Apopka, FL 32703
1/34
Listed By Compass

$699,000

4
Bedrooms
3,602
Square Feet
2.14
Acres
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
$534,900 | 14571 Bahama Swallow Boulevard, Winter Garden, FL 34787
1/23
Listed By Compass

$534,900

4
Bedrooms
2,063
Square Feet
0.14
Acres

Shelley Dawson’s Transactions

Past Sales
a front view of a house with a yard

$4,391,224

6
Bedrooms
7,093
Square Feet
1.53
Acres
an aerial view of a house with a garden and lake view

$2,140,000

4
Bedrooms
4,556
Square Feet
0.47
Acres
$2,100,000 | 15138 Shonan Gold Drive, Winter Garden, FL 34787

$2,100,000

5
Bedrooms
5,551
Square Feet
2.95
Acres
a backyard of a house with table and chairs

$1,375,000

5
Bedrooms
3,814
Square Feet
0.29
Acres
an aerial view of a house with yard swimming pool and outdoor seating

$1,350,000

5
Bedrooms
3,721
Square Feet
0.63
Acres
a front view of a house with a yard

$1,330,000

5
Bedrooms
3,972
Square Feet
0.19
Acres
$1,299,000 | 7422 Lake Marsha Drive, Orlando, FL 32819

$1,299,000

5
Bedrooms
3,721
Square Feet
0.63
Acres
a front view of a house with a yard

$1,230,000

4
Bedrooms
3,014
Square Feet
0.26
Acres
a front view of a house with a garden

$1,100,000

5
Bedrooms
4,590
Square Feet
0.30
Acres
$1,050,000 | 8625 Vista Point Cove, Orlando, FL 32836

$1,050,000

4
Bedrooms
2,444
Square Feet
0.89
Acres
a front view of a house with garden

$975,000

4
Bedrooms
3,014
Square Feet
0.26
Acres
$950,000 | 3400 Oakmont Terrace, Longwood, FL 32779

$950,000

4
Bedrooms
3,121
Square Feet
0.26
Acres
$925,000 | 7422 Lake Marsha Drive, Orlando, FL 32819

$925,000

5
Bedrooms
3,721
Square Feet
0.63
Acres
a front view of a house with a yard

$915,000

4
Bedrooms
3,668
Square Feet
0.18
Acres
$857,000 | 14406 Brushwood Way, Winter Garden, FL 34787

$857,000

5
Bedrooms
5,056
Square Feet
0.23
Acres
$849,000 | 4204 Blue Major Drive, Windermere, FL 34786

$849,000

4
Bedrooms
3,181
Square Feet
0.57
Acres
a front view of a house with a yard

$822,000

4
Bedrooms
3,088
Square Feet
0.14
Acres
$820,000 | 4831 Palmetto Park Drive, Winter Garden, FL 34787

$820,000

5
Bedrooms
3,577
Square Feet
0.23
Acres
Past Rentals
$15,000 | 7514 John Hancock Drive, Winter Garden, FL 34787

$15,000

5
Bedrooms
5,054
Square Feet
3.12
Acres
$6,200 | 14572 Black Quill Drive, Winter Garden, FL 34787

$6,200

5
Bedrooms
4,384
Square Feet
0.17
Acres
$3,900 | 5657 Mangrove Cove Avenue, Winter Garden, FL 34787

$3,900

5
Bedrooms
3,881
Square Feet
0.20
Acres