Kathryn Smiley Real Estate Agent - GAILEY ENTERPRISES REAL ESTATE

8620 SE 166th Birchbrook Loop, The Villages, FL For Sale $333,000 - co-listed by Kathryn Smiley — For Sale $333,000 • Co-Listing Agent

Kathryn Smiley listing agent for 444 Alpine St, Altamonte Springs, FL - sold for $445,000 — Sold $445,000

555 Dowling Cir, Lady Lake, FL For Sale $409,900 - listed by Kathryn Smiley — For Sale $409,900

Kathryn Smiley buyer's agent for 2427 SW 20th Ct, Ocala, FL - sold for $205,900 — Sold $205,900

1586 Texas Ave, Sumterville, FL For Sale $329,900 - listed by Kathryn Smiley — For Sale $329,900

Kathryn Smiley

Ocala FL

GAILEY ENTERPRISES REAL ESTATE

11 Closed Sales

$3.3M Total Value

$205.9K - $695K Price Range

$303.5K Average Price

Prior 5 years

About Kathryn

Thinking about buying or selling in Florida from Canada? You’re in the right place.

As a duel citizen and resident of SW Ontario and Florida, I specialize in helping buyers, sellers and investors make smart, stress-free real estate moves across the border—whether it’s a winter home, an investment property, or a full lifestyle shift.

With experience in both the Ontario and Florida markets, I understand the details most agents miss: cross-border logistics, pricing differences, financing options, and the questions you didn’t even know to ask.

My approach is simple: educate first, protect your investment, and make the process feel easy.

Clients work with me because I stay one step ahead—anticipating issues, simplifying decisions, and making sure nothing gets overlooked.

From first showing to final closing, you’ll know exactly what’s happening and why.

?? Serving SW & Central Florida (Orlando and The Villages/Ocala and surrounding areas)
?? 352-808-6711
?? www.kathrynsmiley.GaileyEnterprises.com
(Canada) www.smileyon.exprealty.com

Cross the Border. Skip the Stress. Keep your smile with Smiley.

Home Types: House, Condo, Lot/Land

Years of Experience: 9

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	5
Total Value	$1,470,000
Average Sale Price	$294,000
Price Range	$210K - $445K

Buyer Deals
Total Deals	2
Total Value	$558,025
Average Sale Price	$279,013
Price Range	$206K - $352K

Seller Deals
Total Deals	5
Total Value	$1,470,000
Average Sale Price	$294,000
Price Range	$210K - $445K

Buyer Deals
Total Deals	3
Total Value	$828,025
Average Sale Price	$276,008
Price Range	$206K - $352K

Seller Deals
Total Deals	6
Total Value	$1,482,000
Average Sale Price	$247,000
Price Range	$12K - $445K

Buyer Deals
Total Deals	5
Total Value	$1,857,025
Average Sale Price	$371,405
Price Range	$206K - $695K

Areas Kathryn is Experienced In

Kathryn's Listings and Deals

Kathryn's Active Listings

$409,900
- 3 Beds
- 2 Baths
- 1,833 Sq Ft
555 Dowling Cir

Lady Lake, FL
This is the kind of home buyers remember. Tucked inside the gated Lakes of Lady Lake, this beautifully maintained 2019-built home pairs a smart split-bedroom design with the relaxed Florida lifestyle everyone is looking for. The kitchen opens effortlessly into the main living space, creating a bright, connected feel that works just as well for quiet mornings as it does for entertaining. The

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$329,900
- 4 Beds
- 2.5 Baths
- 2,240 Sq Ft
1586 Texas Ave

Sumterville, FL
Built in 2025 and thoughtfully improved, this Ryan Homes Willow offers the space and flexibility buyers are looking for. The main level features an open kitchen, dining area and great room, plus an enclosed flex room that works beautifully as a private office, guest room or potential fifth bedroom. Upstairs, you’ll find four bedrooms, two full baths, a separate loft and conveniently located

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$144,900
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
2945 SW 32nd Ave

Unit D-6

Ocala, FL
Imagine this: A ground-floor, 2-bed / 2-bath, 1,176sqft end-unit condo in Southwest Ocala — no upstairs neighbors, bonus enclosed linai, one-car surface parking, ready for someone who sees value. Just minutes from the world-famous World Equestrian Center – Ocala). Step into vaulted ceilings and an open living/dining flow. The kitchen shares a casual pass-through to the dining zone. Bedrooms are

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$469,900
- 4 Beds
- 2 Baths
- 2,032 Sq Ft
844 Heather Lake Ave

Cape Coral, FL
POOL • SPA • WHY WAIT TO BUILD? This move-in-ready 2022 home in the desirable Stonewater community offers 4 bedrooms, 2 bathrooms, and over 2,000 sq ft of thoughtfully designed living space. The open-concept floor plan features a spacious kitchen with a large island, stainless steel appliances, under-cabinet lighting, and custom closet systems in every bedroom. Outdoor living shines with an

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$409,000
- 3 Beds
- 2 Baths
- 1,397 Sq Ft
600 Audrey Ln

The Villages, FL
NO BOND- This is the Villa you've been looking for! Beautifully updated 3BR/2BA villa with large patio under birdcage. Located in the desirable Village of Amelia in The Villages, this move-in-ready home features more than $20K in updates. With a new roof in 2021, updated flooring, fresh interior paint, updated bathrooms, California shutters, and an open-concept layout filled with natural light.

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

Co-Listing Agent

$333,000
- 2 Beds
- 2 Baths
- 1,245 Sq Ft
8620 SE 166th Birchbrook Loop

The Villages, FL
VILLAGE of BRIAR MEADOWS - LAKE AND GOLF COURSE VIEWS IN THIS 2 BEDROOM AND 2 BATH WOODLAWN MODEL WITH 2026 ROOF, 2026 NEW FLOORING,SIDE ENTRY GARAGE WITH UTILITY SINK, HOT WATER HEATER AND TOP OF LINE TRANE HVAC. FRONT COVERED ENTRY LEADS TO SPACIOUS OPEN FLOOR PLAN, TO LEFT YOU ARE GREETED WITH KITCHEN WITH STAINLESS STEEL APPLIANCES, PLENTY OF COUNTERTOP SPACE AND BAR TOP OVERLOOKING DINING

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$519,900

Under Contract
- 3 Beds
- 2 Baths
- 2,133 Sq Ft
2912 Asher Path

The Villages, FL
Under contract-accepting backup offers. 2024 EXPANDED SCREEN-ENCLOSED LANAI + 2025 ROOF! Sought-after Designer Holly model in the Village of Sanibel offering 3 bedrooms, 2 baths, and beautiful modern updates throughout. Stunning curb appeal with stacked stone curbing, landscape lighting, and mature palms. Renovated kitchen features new appliances, Corian countertops, island, coffee bar, and

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

Recently Sold

$445,000

Sold Sep 25, 2026
- 3 Beds
- 2 Baths
- 1,508 Sq Ft
444 Alpine St

Altamonte Springs, FL
- 7% Below List
- 9 Days On Market
- $295/SF
- Current Est. Value $468K
Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$350,000

Sold Jul 24, 2026
- 3 Beds
- 2 Baths
- 2,020 Sq Ft
2911 SW 34th Ave

Ocala, FL
- 6% Below List
- 0 Days On Market
- $173/SF
- Current Est. Value $365K
Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$250,000

Sold Jun 29, 2026
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
5870 NW 55th Ct

Ocala, FL
- 7% Below List
- 89 Days On Market
- $219/SF
- Current Est. Value $250K
Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$210,000

Sold Jun 1, 2026
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
932 Chula Ct

Lady Lake, FL
- 12% Below List
- 7 Days On Market
- $155/SF
- Current Est. Value $227K
Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$215,000

Sold Oct 10, 2025
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
9025 Colby Dr

Unit 2121

Fort Myers, FL
- 91 Days On Market
- $197/SF
- Current Est. Value $202K
Kathryn Smiley INACTIVE AGENT ACCT

$12,000

Sold May 1, 2024
- Land
- 8,219 Sq Ft Lot
12476 Laguna Dr

Punta Gorda, FL
- 25% Below List
- 168 Days On Market
- Current Est. Value $86K
Kathryn Smiley INACTIVE AGENT ACCT

Other Experience

First Time Homebuyers, Investments, Veteran's Programs, Senior Communities, Luxury Homes, New Construction

Agent License: Florida #3523168

Frequently Asked Questions

Who is Kathryn Smiley, and what is their real estate background?

How many homes has Kathryn Smiley sold in Ocala, FL?

What is Kathryn Smiley's track record representing buyers?

What is Kathryn Smiley's track record as a listing agent?

What areas does Kathryn Smiley serve?

How can I contact Kathryn Smiley?

Kathryn Smiley

(239) 946-5111

GAILEY ENTERPRISES REAL ESTATE

(239) 946-5111

Nearby Homes

Kathryn Smiley

About Kathryn

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Areas Kathryn is Experienced In

Kathryn's Listings and Deals

Kathryn's Active Listings

Recently Sold

Other Experience

Frequently Asked Questions

Who is Kathryn Smiley, and what is their real estate background?

How many homes has Kathryn Smiley sold in Ocala, FL?

What is Kathryn Smiley's track record representing buyers?

What is Kathryn Smiley's track record as a listing agent?

What areas does Kathryn Smiley serve?

How can I contact Kathryn Smiley?