Jill R Healey

Jill R Healey
Real Estate Agent (Salesperson)
Winter Park FL

Salesperson (FL: 3487400)

6 years experience

REALTOR® 2 Active Listings Serves Orange County, FL
View on Realtor.com

Contact Information

Brokerage
Keller Williams Winter Park

Office Website
Office Address
147 W Lyman Ave
Winter Park, FL  32789
(Orange County)
Office Phone
407-545-6430
Office Fax
321-203-2727
Mobile
407-797-1420
Email
jillhealey@kw.com

Service Areas

South Apopka: FL Clarcona: FL Paradise Heights: FL Lockhart: FL Forest City: FL Apopka: FL Deltona: FL Enterprise: FL Mid Florida: FL Heathrow: FL Lake Mary: FL Sanford: FL Eatonville: FL Orlando: FL Fairview Shores: FL Winter Park: FL Maitland: FL Aloma: FL Casselberry: FL Goldenrod: FL Oak Ridge: FL Belle Isle: FL Edgewood: FL Sky Lake: FL Pine Castle: FL Fern Park: FL University: FL Alafaya: FL Union Park: FL Altamonte Springs: FL

About Jill Healey

**Jill Healey: Real Estate Professional**

Jill Healey is a dedicated real estate professional affiliated with KW Luxury and KW Relocation, deeply rooted in the vibrant lifestyle of Orlando. With a personable and reassuring demeanor, she excels in delivering exceptional client service, adeptly navigating challenges with poise and insight.

Before entering the real estate sector, Jill built a successful career as a business strategist and coach, collaborating with a range of organizations from startups to Fortune 500 companies. In 2017, she and her husband began investing in properties across Central Florida and Southern California, igniting her passion for real estate and property renovations. Her transition to a full-time Realtor was inspired by friends who sought her expertise during their home searches. Jill quickly recognized her enthusiasm for assisting others in finding their ideal homes, a realization that has guided her career ever since.

Jill possesses a sharp business acumen, whether she is renovating properties for resale or identifying investment opportunities. She skillfully advises buyers, sellers, and investors, ensuring they make informed decisions. Her commitment to simplicity, transparency, and organization enhances her effectiveness in real estate, where she also oversees operations for the Park Life Group.

Jill holds an MBA and a Bachelor of Science in Organizational Communication from the University of South Florida.

Outside of her professional commitments, Jill enjoys exploring Orlando’s attractions and dining scene with her husband and two sons. She is also an active supporter of several charitable organizations, including Make-A-Wish of Central and Northern Florida, Cannonball Kids Cancer, and the Boy Scouts of America.

Driven by a desire to help clients generate additional income through real estate and find their dream homes, Jill ensures a seamless experience that leads to the successful achievement of their real estate objectives.

Orange County, FL Real Estate Market Analysis (Single Family Homes)

$852,372
Avg. Listing Price
From Jill's portfolio
3.9 / 3.1
Avg. Beds/Baths
Typical property size
2,510 sf
Avg. Square Footage
Interior living space
4758
Active Listings
Current inventory

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Current Property Listings

As of 6/27/2026, Jill Healey has 2 properties for sale in Winter Park and surrounding areas.

$549,000

Listed 2026-01-08

423 Ololu Dr
Winter Park, FL  32789

Beds: 3.0
Baths: 3.0
Sq Ft: 1,920
Lot: 9,148 sf
Single Family Map
View Full Details

$1,649,000

Listed 2026-03-05

2501 Winter Park Rd
Winter Park, FL  32789

Beds: 5.0
Baths: 3.5
Sq Ft: 3,304
Lot: 10,019 sf
Single Family Map
View Full Details

Current Property Rentals

Jill Healey currently has no rental properties available in Winter Park and surrounding areas. Check back later.