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Stephen Checca

Stephen Checca
Real Estate Agent (Associate Broker)
Plainview NY

Associate Broker (NY: 30CH1082684)

21 years experience

REALTOR® 1 Active Listings Serves Nassau County, NY
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Contact Information

Brokerage
Charles Rutenberg Realty Inc

Office Website
Office Address
255 Executive Dr Ste 208
Plainview, NY  11803-1707
(Nassau County)
Office Phone
516-575-7500
Office Fax
516-575-7501
Mobile
516-652-8090
Email
step*********@*****.com
Show Email for $5

Service Areas

Laurel Hollow: NY Syosset: NY Hicksville: NY Oyster Bay Cove: NY Muttontown: NY Woodbury: NY Plainview: NY Bethpage: NY Old Bethpage: NY East Norwich: NY Cove Neck: NY Upper Brookville: NY Matinecock: NY Centre Island: NY Oyster Bay: NY Mill Neck: NY Huntington: NY Lloyd Harbor: NY Cold Spring Harbor: NY Old Westbury: NY Jericho: NY Manhasset: NY Lake Success: NY University Gardens: NY Russell Gardens: NY Great Neck Plaza: NY Great Neck: NY Great Neck Gardens: NY Saddle Rock: NY Thomaston: NY Saddle Rock Estates: NY Great Neck Estates: NY Kensington: NY Kings Point: NY Harbor Hills: NY Lattingtown: NY Glen Cove: NY Locust Valley: NY East Hills: NY Roslyn Estates: NY Glenwood Landing: NY Searingtown: NY Flower Hill: NY Roslyn: NY Roslyn Harbor: NY North Hills: NY Centerport: NY Greenlawn: NY Huntington Bay: NY West Hills: NY Huntington Station: NY Halesite: NY Elwood: NY Dix Hills: NY Melville: NY

About Stephen Checca

Stephen is a long-standing resident of Long Island's North Shore, currently residing in Oyster Bay Cove and Glen Cove. He has spent over twenty-five years in Syosset with his wife and three children. A graduate of the Virginia Military Institute, Stephen previously owned and operated The Travel Chest Inc., a retail travel agency in Locust Valley, for more than twenty-two years. His entrepreneurial drive and business insight allowed him to cultivate a diverse and loyal clientele, which included notable figures such as Secretary of State Hillary Rodham Clinton, various celebrities, and accomplished professionals across the New York metropolitan area.

In addition to his professional endeavors, Stephen is actively involved in his community, having coached youth soccer and Little League baseball. Notably, he led the first youth baseball team from Syosset Little League to participate in the prestigious Cooperstown Dreams Park Tournament, marking Syosset's thirteenth consecutive year of participation in 2016.

With a career in real estate that began in 2001 as a principal in a mortgage company, Stephen has established himself as a top broker known for his integrity and commitment to client satisfaction. He believes in the importance of market research, creativity, and attentive listening to truly understand the needs of his clients. This client-centric approach has consistently positioned him as a leading producer in the industry.

When representing sellers, Stephen is dedicated to achieving optimal results. For buyers, he offers a 'Buyers Agency' service, which allows him to advocate exclusively for their interests, ensuring they receive the highest level of representation. This agreement is particularly beneficial for purchasers, as it clarifies the agent's commitment to their needs.

Stephen is dedicated to providing professional, personalized, and courteous service, reflecting the same level of commitment he has offered to all his clients throughout his successful career.

Nassau County, NY Real Estate Market Analysis (Single Family Homes)

$1,425,813
Avg. Listing Price
From Stephen's portfolio
4.1 / 3.0
Avg. Beds/Baths
Typical property size
2,471 sf
Avg. Square Footage
Interior living space
3105
Active Listings
Current inventory

Nassau County's real estate market represents one of New York's most dynamic and valuable suburban landscapes, with properties consistently ranking among the highest-priced in the nation. This Long Island powerhouse attracts buyers seeking premium coastal living, top-tier school districts, and convenient Manhattan access, creating a marketplace where million-dollar homes are commonplace and inventory moves quickly despite premium pricing.

The county's real estate ecosystem supports 11,944 total actively licensed agents, with all 11,944 agents maintaining email contact information, reflecting the market's technological sophistication and professional connectivity. This robust agent network serves diverse communities from Hempstead's affordable starter homes to Old Westbury's sprawling estates, each requiring specialized market knowledge and relationship management.

Major Nassau County, New York Real Estate Markets

The Gold Coast communities of Manhasset, Port Washington, and Roslyn dominate Nassau's luxury segment, where historic estates and waterfront properties command prices exceeding $3 million. Meanwhile, established neighborhoods like Garden City, Rockville Centre, and Westbury offer premium suburban living with strong resale values, while emerging markets in Freeport and Uniondale present opportunities for first-time buyers and investors seeking appreciation potential.

Nassau's geography creates distinct micro-markets along the North Shore's prestigious waterfront communities versus the South Shore's beach-adjacent neighborhoods like Long Beach and Atlantic Beach. Each region maintains unique pricing dynamics, with proximity to transportation hubs like the Long Island Rail Road stations significantly impacting property values and market velocity throughout communities from Great Neck to Hicksville.

Market Dynamics and Geographic Complexity

Nassau County's real estate market operates on compressed inventory cycles, where desirable properties in sought-after school districts like Jericho or Syosset often receive multiple offers within days of listing. This competitive environment demands agents who understand hyperlocal nuances, from flood zone implications in waterfront areas to the impact of property taxes that can exceed $30,000 annually on premium homes.

The market's complexity extends beyond pricing to encompass co-op buildings in communities like Great Neck Plaza, new construction developments in previously industrial areas, and the ongoing conversion of larger estates into luxury subdivisions. These varied property types require agents with specialized expertise in everything from co-op board approval processes to new construction warranties and municipal approval procedures.

Why Businesses Need Nassau County, New York Agent Contact Data

Mortgage lenders, home inspection companies, and luxury service providers targeting Nassau County's affluent market need direct access to the county's extensive agent network to capture high-value transactions. With average home prices significantly exceeding national norms, each successful business relationship with local agents can generate substantial revenue through premium-priced services and repeat referral opportunities.

Technology companies, marketing firms, and financial services businesses benefit from connecting with Nassau's digitally-connected agent community to introduce innovative tools and services. Given the market's competitive nature and sophisticated clientele, agents actively seek resources that provide competitive advantages, creating opportunities for B2B companies offering everything from virtual staging software to client management platforms and investment analysis tools.

Current Property Listings

As of 1/15/2026, Stephen Checca has 1 property for sale in Plainview and surrounding areas.

$1,399,999

Listed 2025-09-04

15 Cedar Dr
Plainview, NY  11803

Beds: 5.0
Baths: 3.5
Sq Ft: 2,882
Lot: 8,276 sf
Single Family Map
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Current Property Rentals

As of 2/11/2026, Stephen Checca has the following rental property available in Plainview and surrounding areas.

$8,250

Listed 2026-01-06

21 Beach Plum Dr
Centerport, NY  11721

Beds: 5.0
Baths: 4.0
Sq Ft: 4,000
Lot: 35,719 sf
Single Family Map
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