Steve Healy

Windermere FL

CORCORAN PREMIER REALTY

130 Closed Sales

$255.4M Total Value

$755K - $7.2M Price Range

$2M Average Price

Prior 5 years

About Steve

Proven sales expertise in the luxury arena spans both residential real estate and luxury membership sales. Prior SVP of Sales and Marketing for several large companies, both public and private. Previously one of Sotheby’s International Realty’s top sales executives, winning rookie of the year in 2002 and Chairman’s Club awards. A supporter of the Sharing Hope Foundation and TeamJanice.com which he founded in 2005 to support the fight against brain cancer and ALS.

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

Years of Experience: 22

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$41,472,464

Average Sale Price

$1,803,151

Price Range

$510K - $4.1M

Buyer Deals

Total Deals

Total Value

$8,127,000

Average Sale Price

$2,031,750

Price Range

$1.2M - $3.5M

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$102,738,236

Average Sale Price

$2,054,765

Price Range

$510K - $7.2M

Buyer Deals

Total Deals

Total Value

$15,895,490

Average Sale Price

$1,589,549

Price Range

$458K - $3.5M

2 Year View by Quarter

Seller Deals

Total Deals

107

Total Value

$214,777,236

Average Sale Price

$2,007,264

Price Range

$360K - $7.2M

Buyer Deals

Total Deals

Total Value

$40,622,050

Average Sale Price

$1,766,176

Price Range

$458K - $4.9M

5 Year View

Neighborhoods Steve is Experienced In

Steve's Recent Active Listings

$1,095,000
- 4 Beds
- 4 Baths
- 2,225 Sq Ft
64 N Park Ave

Winter Garden, FL
Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets,

Steve Healy CORCORAN PREMIER REALTY

$12,500,000
- 6 Beds
- 10 Baths
- 9,770 Sq Ft
9323 Gladys Garden Ct

Windermere, FL
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage

Steve Healy CORCORAN PREMIER REALTY

Co-Listing Agent

$7,495,000
- 6 Beds
- 9 Baths
- 7,454 Sq Ft
9108 Sheen Sound St

Orlando, FL
Under Construction. Final Opportunity for Lakefront Living in Lake Sheen Sound | Butler Chain of LakesIntroducing a rare opportunity to own the final lakefront homesite in the exclusive community of Lake Sheen Sound, part of the prestigious Butler Chain of Lakes. This custom estate by Element Home Builders offers over 7,400 square feet of thoughtfully designed living space, perfectly

Steve Healy CORCORAN PREMIER REALTY

Co-Listing Agent

$1,875,000
- 4 Beds
- 6 Baths
- 3,519 Sq Ft
84 Oakdale St

Windermere, FL
Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes.Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated

Steve Healy CORCORAN PREMIER REALTY

Co-Listing Agent

$5,995,000
- 6 Beds
- 9 Baths
- 10,617 Sq Ft
16639 Arezo Ct

Bella Collina, FL
“Montebenichi” is a one-of-a-kind, palatial waterfront estate located on Lake Siena within the exclusive, guard-gated Bella Collina community. This custom-built, Tuscan-inspired masterpiece offers 6 bedrooms, 9 bathrooms, and direct frontage on Lake Siena, spanning approximately 10,600 square feet with breathtaking lake views and exceptional craftsmanship throughout. A private gated entrance

Steve Healy CORCORAN PREMIER REALTY

Co-Listing Agent

$2,897,000
- 4 Beds
- 4.5 Baths
- 3,903 Sq Ft
10009 Crisbert Ct Rd

Unit 504E

Orlando, FL
Under Construction. Now selling in Building 1 and this is the FINAL Penthouse available with over 6,000 total sq ft and private 2 car garage. Welcome to Cypress Sound – a privately gated enclave of five-story luxury condominiums, where contemporary design meets resort-style living in one of Central Florida’s most desirable locations. Now available – the final remaining penthouse in Building One,

Steve Healy CORCORAN PREMIER REALTY

Co-Listing Agent

$1,196,000
- 3 Beds
- 3.5 Baths
- 2,244 Sq Ft
10009 Crisbert Ct Rd

Unit 203

Orlando, FL
Under Construction. Now selling building 1 – Introducing Cypress Sound, an exclusive, privately gated enclave redefining luxury condominium living in the heart of Central Florida. This striking five-story community blends contemporary architecture, refined craftsmanship, and elevated resort-style amenities to create a lifestyle that is both sophisticated and effortlessly relaxed. Ideally

Steve Healy CORCORAN PREMIER REALTY

Co-Listing Agent

$1,553,000
- 4 Beds
- 4.5 Baths
- 2,537 Sq Ft
10009 Crisbert Ct Rd

Unit 308

Orlando, FL
Under Construction. Construction of Amenities and building 1 is underway. Welcome to Cypress Sound, a privately gated enclave of five-story luxury condominiums where resort-style living meets modern sophistication. Nestled just off Winter Garden Vineland Road and moments from Disney, Dr. Phillips, and Windermere, this is Central Florida living at its finest – close to premier shopping, fine

Steve Healy CORCORAN PREMIER REALTY

Co-Listing Agent

$1,351,000
- 3 Beds
- 3.5 Baths
- 2,408 Sq Ft
10009 Crisbert Ct Rd

Unit 304

Orlando, FL
Under Construction. Construction of building 1 and amenities is underway. This 2,400 sq ft unit features 3 bedroom 3.5 bath located on the 3rd floor with verandas in the front and back. Welcome to Cypress Sound – a privately gated enclave of five-story luxury condominiums offering contemporary ingenuity and resort-style living in one of Central Florida’s most coveted locations. Nestled just off

Steve Healy CORCORAN PREMIER REALTY

Recently Sold

$1,170,000 Sold May 12, 2026
- 5 Beds
- 4.5 Baths
- 4,286 Sq Ft
10378 Angel Oak Ct

Orlando, FL
- 8% Below List
- $273/SF
- 2 Days On Market
- Current Est. Value $1M
Steve Healy CORCORAN PREMIER REALTY

$2,000,000 Sold Nov 24, 2025
- 5 Beds
- 5.5 Baths
- 4,483 Sq Ft
14640 Pylon Ct

Winter Garden, FL
- 17% Below List
- $446/SF
- 64 Days On Market
- Current Est. Value $2M
Steve Healy CORCORAN PREMIER REALTY

$690,000 Sold Nov 17, 2025
- 5 Beds
- 3.5 Baths
- 2,724 Sq Ft
5697 Orange Orchard Dr

Winter Garden, FL
- 5% Below List
- $253/SF
- 43 Days On Market
- Current Est. Value $693K
Steve Healy CORCORAN PREMIER REALTY

$1,050,000 Sold Sep 23, 2025
- 4 Beds
- 3 Baths
- 3,079 Sq Ft
5232 Tildens Grove Blvd

Windermere, FL
- 9% Below List
- $341/SF
- 17 Days On Market
- Current Est. Value $1M
Steve Healy CORCORAN PREMIER REALTY

$720,000 Sold Jun 23, 2025
- 4 Beds
- 4 Baths
- 3,239 Sq Ft
9227 Outlook Rock Trail

Windermere, FL
- 13% Below List
- $222/SF
- 69 Days On Market
- Current Est. Value $745K
Steve Healy CORCORAN PREMIER REALTY

$2,331,734 Sold Apr 30, 2025
- 6 Beds
- 5.5 Baths
- 5,232 Sq Ft
9143 Sheen Sound St

Orlando, FL
- $446/SF
- 0 Days On Market
Steve Healy CORCORAN PREMIER REALTY

Agent License: Florida 3031216

Steve Healy

(866) 985-6182

Homes for Sale by City

Steve Healy

About Steve

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Steve is Experienced In

Steve's Listings and Deals

Steve's Recent Active Listings

Recently Sold