Menu
New York · Westchester
Private, psychology-based matchmaking for discerning Westchester singles — personalized searches, careful vetting and complete discretion, delivered by Sameera Sullivan’s New York team.
Home → New York Matchmakers → Westchester
Sameera Sullivan Matchmakers provides private, psychology-based matchmaking to successful and affluent singles across Westchester County — from Scarsdale, Rye and Bronxville to Chappaqua, Armonk and the horse country around Bedford — from its Manhattan office at 276 Fifth Avenue. Led by CEO Sameera Sullivan, a former aerospace-industry executive recruiter with a Master’s in Adult Psychology and nearly two decades of matchmaking experience, the boutique firm keeps a deliberately limited client roster and is retained by professionals who want results without the trial and error of dating apps.
Westchester clients are served by the same New York team by private appointment or remote consultation. Rather than placing you in a large database and assigning an account manager, Sameera stays personally involved in the search, vetting and introductions.
The result is a selective, discreet alternative to dating apps and high-volume agencies — built for people whose time, privacy and standards are worth protecting.
The Westchester Market
Westchester’s towns are built around families, schools and clubs — which makes them wonderful places to live and hard places to be single. In Scarsdale, Rye or Bronxville, the social calendar is full and the dating pool is thin; everyone compatible is a familiar face.
The county’s professional class is substantial — executives along the I-287 corporate corridor, physicians at Westchester Medical Center and White Plains Hospital, attorneys near the county courts — but professional circles and personal circles overlap almost completely.
Many of our Westchester clients are re-entering dating after a divorce, with standards higher than ever and zero interest in conducting that search in public view. A private, citywide search is built for exactly that.
What Sets Us Apart
Westchester rewards discretion and punishes visibility — especially for accomplished singles whose names are known in town. What the county lacks is a selective, private process run by someone personally accountable for the outcome. That is what Sameera Sullivan Matchmakers provides.
Boutique, one-on-one attention from CEO Sameera Sullivan — not an account manager
The rigor of a former executive recruiter applied to your personal life
Psychology-based matching with in-depth personality profiling
Every introduction personally screened and interviewed before you meet
Complete discretion — no public profile, no small-town visibility
A curated network across metropolitan New York — far beyond your town
The freedom to pause your search while a promising relationship develops
A deliberately limited client roster, so each search gets full attention
Clients receive direct access to Sameera, detailed searches, careful vetting and a process measured by lasting relationships — not the number of dates.
Tailored to the Individual
No two clients arrive with the same history, priorities or concerns. Our Westchester matchmaking is tailored to the individual rather than built around a one-size-fits-all program.
For
Accomplished women often have full careers, full personal lives and high standards. In Westchester, the added difficulty is a social world organized around couples — where being single is conspicuous and the compatible men are already known quantities.
Sameera takes time to understand what has and has not worked before, then searches across metropolitan New York for men whose character and intentions align. Women who prefer a more private path may also explore Sameera’s women’s matchmaking and registry options.
For
Many successful men have little time to date and little interest in sorting through hundreds of profiles — or in being recognized on one. They meet people socially or professionally, yet still struggle to find women who are compatible, available and serious about a relationship.
Our men’s matchmaking process gives men access to personally screened candidates chosen for more than appearance — values, lifestyle and relationship goals. The purpose is not more dates. It is better introductions.
For
Gay men in Westchester often find that meeting someone serious means commuting to a city scene built for volume — or apps that create visibility without compatibility.
Private matchmaking offers a discreet, focused alternative with reach across metropolitan New York. Sameera also offers dedicated matchmaking and private registry options for gay men.
Selective Option
Not everyone is ready to become a full matchmaking client. Some qualified singles may be considered for one of Sameera Sullivan Matchmakers’ private registries.
Registry participation offers the chance to be considered for introductions when a client’s search aligns with your background and goals. It is a selective option — not a public singles database.
The Process
01
An in-depth conversation about who you are and what you want next. Westchester clients begin by private remote consultation or in person at our Manhattan office at 276 Fifth Avenue — about 15 minutes from Grand Central on Metro-North’s Harlem, Hudson and New Haven lines.
02
We look beyond age and profession to emotional availability, communication style, values and the traits most likely to create a durable connection — informed by in-depth personality profiling.
03
Sameera personally vets and interviews finalists, then draws from a curated network across metropolitan New York — not just your town. After each introduction, candid feedback refines the search.
Common Questions
No. Sameera Sullivan Matchmakers serves Westchester through its New York office at 276 Fifth Avenue in Manhattan. Westchester is an area served by the New York team, not a separate business location.
You can begin by private remote consultation or in person at the Manhattan office. From there, the search and introductions are coordinated around your schedule — most clients never have to think about logistics.
No — and for most Westchester clients, that is the point. Your search draws on vetted candidates across metropolitan New York, matched on lifestyle and relationship goals rather than proximity alone.
The office at 276 Fifth Avenue is a short walk from Grand Central, which Metro-North’s Harlem, Hudson and New Haven lines reach in as little as 30 minutes. Many clients simply begin with a private remote consultation.
Completely. In towns where everyone knows everyone, discretion is not a feature of the service — it is the service. No public profile, no local visibility, no chance encounters with your own dating history.
Yes. The team works with successful women, straight men and gay men, and the process is personalized to each individual’s goals.
Westchester’s towns attract people with very different priorities and lifestyles. We do not treat these areas as separate office locations — they are communities served by our New York matchmaking team.
Classic commuter-town affluence — finance and legal professionals with Manhattan careers, deep local roots and no appetite for dating inside their own school district.
Sound Shore professionals and club families for whom discretion matters and social circles overlap almost completely.
Executives and entrepreneurs in quiet hilltop towns — accomplished, private and far from any natural place to meet a compatible partner.
Estate and equestrian country in northern Westchester — singles who value land, privacy and long-term stability over dating volume.
Physicians, attorneys and corporate leaders around the county seat — busy, established and better served by introductions than by chance.
Westchester is a service area of our New York office. We work with clients throughout the county, including:
10583
10708
10580 · 10528
10538 · 10543
10514 · 10504
10506 · 10536
10601 · 10605 · 10577
10591 · 10533
The New York Service Area
Work With the New York Team
Westchester singles should not have to choose between a town that knows them too well and dating apps that do not know them at all. Your search is managed through the established New York matchmaking office, with Westchester clearly defined as part of the area it serves.
New York Office
Address
276 Fifth Avenue, Suite 704-797
New York, NY 10001
Telephone
(646) 681-5711
Serving
All of Westchester County — by appointment
Sameera Sullivan Matchmakers Copyright © 2024 Sameera Sullivan International, Inc.
Choose your path and we'll take you straight to the right application.