Kathryn Smiley

Ocala FL

GAILEY ENTERPRISES REAL ESTATE

5 Closed Sales

$1.5M Total Value

$12K - $695K Price Range

$305.2K 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, Lot/Land, Condo

Years of Experience: 9

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$227,000

Average Sale Price

$113,500

Price Range

$12K - $215K

Buyer Deals

Total Deals

Total Value

$604,000

Average Sale Price

$302,000

Price Range

$270K - $334K

Seller Deals

Total Deals

Total Value

$227,000

Average Sale Price

$113,500

Price Range

$12K - $215K

Buyer Deals

Total Deals

Total Value

$1,299,000

Average Sale Price

$433,000

Price Range

$270K - $695K

Neighborhoods Kathryn is Experienced In

Kathryn's Open Houses

$409,000 Open Tue 2PM - 4PM
- 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

$359,900 Open Thu 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,558 Sq Ft
430 Calvert Terrace

The Villages, FL
One or more photo(s) has been virtually staged. Looking for a 3-bedroom courtyard villa in The Villages near shopping and dining? This well-maintained Bonifay model in the Village of Belvedere offers a bright open layout with vaulted ceilings, luxury vinyl plank flooring, and a spacious kitchen plumbed for gas. Enjoy year-round living in the enclosed Florida room under heat and air, plus a

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$539,900 Open Tue 11AM - 1PM
- 3 Beds
- 2 Baths
- 2,133 Sq Ft
2912 Asher Path

The Villages, FL
RENOVATED DESIGNER HOLLY MODEL WITH JAW DROPPING CURB APPEAL FEATURING STACKED STONE RAISED CURBING, ROCK BEDS, ground lighting AND PERFECTLY POSITIONED PALM TREES. SCREENED IN AND COVERED ENTRY LEADS TO SPACIOUS OPEN FLOOR PLAN WITH 3 BEDROOMS AND 2 BATH HOME. TO LEFT OF FRONT DOOR 2ND AND 3RD BEDROOMS SHARE NEWLY RENOVATED 2ND BATHROOM WITH 42 INCH VANITY, AND TILE SURROUND COMBO TUB/SHOWER.

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

Kathryn's Active Listings

$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, 1,176?sqft 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

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$240,000
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
932 Chula Ct

Lady Lake, FL
Under contract-accepting backup offers. Looking for effortless Florida living? This furnished 2-bed/2-bath home offers 1,352 sq ft of single-level living with an open layout, screened lanai / Florida Room and car port garage. You’re a short ride from the recently refreshed Chula Vista Recreation Center—home to craft rooms, billiards and an adult pool with a fire pit—and the historic Chula Vista

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$265,000
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
5870 NW 55th Ct

Ocala, FL
Under contract-accepting backup offers. Why buy at $235K and spend $80K+ building a pool and lanai...when you can have it already done for less? This 3/2 home in NW Ocala features a large 1,400 sq ft screened lanai surrounding a private inground pool, creating exceptional indoor-outdoor living space. Functional split-bedroom layout and fully fenced backyard add comfort and flexibility. Ocala Park

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

$2,100 per month
- 3 Beds
- 2 Baths
- 1,558 Sq Ft
430 Calvert Terrace

The Villages, FL
FOR LEASE - Looking for a 3-bedroom courtyard villa in The Villages near shopping and dining? This well-maintained Bonifay model in the Village of Belvedere offers a bright open layout with vaulted ceilings, luxury vinyl plank flooring, and a spacious kitchen plumbed for gas. Enjoy year-round living in the enclosed Florida room under heat and air, plus a private paver courtyard perfect for

Kathryn Smiley GAILEY ENTERPRISES REAL ESTATE

Recently Sold

$215,000 Sold Oct 10, 2025
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
9025 Colby Dr

Unit 2121

Fort Myers, FL
- $197/SF
- 91 Days On Market
- Current Est. Value $205K
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 $108K
Kathryn Smiley INACTIVE AGENT ACCT

Other Experience

First Time Home Buyers, Investments, Luxury Homes, New Construction, Senior Communities, Veteran Programs

Agent License: Florida #3523168

Kathryn Smiley

(239) 946-5111

GAILEY ENTERPRISES REAL ESTATE

(239) 946-5111

Homes for Sale by City

Kathryn Smiley

About Kathryn

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Neighborhoods Kathryn is Experienced In

Kathryn's Listings and Deals

Kathryn's Open Houses

Kathryn's Active Listings

Recently Sold

Other Experience