Kay Shilling

Winter Park FL

COLDWELL BANKER REALTY

40 Closed Sales

$17.8M Total Value

$237K - $1.7M Price Range

$444.4K Average Price

Prior 5 years

About Kay

I’m truly passionate about helping people find a place they’re proud to call home — whether that means relocating to Central Florida, upgrading to a luxury property, or finding the perfect space for a new chapter. My mission is to guide you through every step with honesty, care, and a genuine commitment to making your experience as seamless and stress-free as possible.
To me, real estate is so much more than a transaction — it’s about building lasting relationships based on trust, clear communication, and personalized service. With a deep understanding of the Central Florida market, I take pride in helping clients feel confident and supported from start to finish, no matter where life is taking them next.

I love sharing what makes Central Florida such a wonderful place to live — from its vibrant communities to its hidden gems. Outside of real estate, you’ll find me exploring the outdoors, traveling, and discovering new cuisines — always embracing everything Florida living has to offer.

Let’s work together to turn your real estate goals into reality and help you find a home that truly fits your lifestyle.

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

Years of Experience: 9

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	1
Total Value	$495,000
Average Sale Price	$495,000

Buyer Deals
Total Deals	9
Total Value	$6,267,900
Average Sale Price	$696,433
Price Range	$360K - $1.7M

1 Year View by Quarter

Seller Deals
Total Deals	2
Total Value	$885,000
Average Sale Price	$442,500
Price Range	$390K - $495K

Buyer Deals
Total Deals	13
Total Value	$7,473,900
Average Sale Price	$574,915
Price Range	$48K - $1.7M

Seller Deals
Total Deals	6
Total Value	$2,195,000
Average Sale Price	$365,833
Price Range	$237K - $495K

Buyer Deals
Total Deals	34
Total Value	$15,581,790
Average Sale Price	$458,288
Price Range	$29K - $1.7M

5 Year View

Neighborhoods Kay is Experienced In

Kay's Active Listings

$2,550,000
- 5 Beds
- 5 Baths
- 4,711 Sq Ft
9126 Lake Coventry Ct

Gotha, FL
One or more photo(s) has been virtually staged. Experience the best of lakefront living in this exceptional custom-built home, located within the gated community of Lake Fischer Estates. Thoughtfully designed to capture expansive south-facing lake views, this residence is filled with natural light and offers a seamless balance of comfort, style, and functionality. The main living level features

Kay Shilling COLDWELL BANKER REALTY

$385,900
- 3 Beds
- 2 Baths
- 1,950 Sq Ft
601 Oranole Rd

Maitland, FL
Under contract-accepting backup offers. Back on the market with renewed momentum.Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend ofmodern comfort and timeless charm, ideal for families ready to make new memories.From the moment you step inside, you're greeted by an abundance of natural light and an

Kay Shilling COLDWELL BANKER REALTY

$2,150 per month
- 2 Beds
- 1.5 Baths
- 814 Sq Ft
2233 Michele Dr

Sarasota, FL
One or more photo(s) has been virtually staged. Beautifully renovated 2BR / 1.5BA duplex featuring a one-car garage, extended driveway, private fenced backyard, and enclosed patio for added outdoor living space. Ideally situated in the sought-after Phillippi Gardens neighborhood, just minutes from US-41/Tamiami Trail, shopping, dining, golf courses, and less than 5 miles from Siesta Key Beach.

Kay Shilling COLDWELL BANKER REALTY

Recently Sold

$495,000

Sold Mar 27, 2026
- 4 Beds
- 3 Baths
- 2,369 Sq Ft
113 Rose Briar Dr

Longwood, FL
- 1% Below List
- $209/SF
- 4 Days On Market
- Current Est. Value $499K
Kay Shilling COLDWELL BANKER REALTY

$390,000

Sold Dec 18, 2024
- 3 Beds
- 2 Baths
- 1,548 Sq Ft
4754 Windwood Dr

Kissimmee, FL
- $252/SF
- 86 Days On Market
- Current Est. Value $354K
Kay Shilling COLDWELL BANKER REALTY

$237,000

Sold Feb 28, 2024
- 2 Beds
- 2 Baths
- 1,037 Sq Ft
669 Grenadine Ct

Unit 669

Winter Park, FL
- 3% Below List
- $229/SF
- 81 Days On Market
- Current Est. Value $204K
Kay Shilling COLDWELL BANKER REALTY

$279,000

Sold Aug 31, 2022
- 3 Beds
- 2.5 Baths
- 1,524 Sq Ft
2865 Boulder Falls Ct

Apopka, FL
- 6% Above List
- $183/SF
- 4 Days On Market
- Current Est. Value $281K
Kay Shilling COLDWELL BANKER REALTY

$382,000

Sold Jul 29, 2021
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
2745 Orchid Ln

Kissimmee, FL
- 1% Below List
- $201/SF
- 4 Days On Market
- Current Est. Value $447K
Kay Shilling COLDWELL BANKER REALTY

$412,000

Sold Jun 26, 2021
- 5 Beds
- 3.5 Baths
- 2,807 Sq Ft
2382 White Lilly Dr

Davenport, FL
- 3% Above List
- $147/SF
- 50 Days On Market
Kay Shilling COLDWELL BANKER REALTY

Kay Shilling

(321) 340-6439

Homes for Sale by City

Kay Shilling

About Kay

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Kay is Experienced In

Kay's Listings and Deals

Kay's Active Listings

Recently Sold