Medicare agent for Highland and the Town of Lloyd
My office is in Clifton Park, and I work with Highland residents by phone, WhatsApp and video. Highland is a hamlet in the Town of Lloyd, on the west bank of the Hudson in Ulster County, and the county decides which Medicare Advantage plans you can choose from, even though the Walkway Over the Hudson puts Poughkeepsie on the other side of the river.
Where Highland residents get care
Highland has primary care in the hamlet, and the hospitals below are in Poughkeepsie and Kingston, run by two health systems that contract with Medicare Advantage carriers separately:
- Northwell Health — Northwell Health Primary Care at Highland, at 514 Route 299 (845-691-9200), with physicals, same-day sick visits, telehealth, medication management and screenings. Northwell also runs Vassar Brothers Medical Center, at 45 Reade Place in Poughkeepsie (845-454-8500).
- Westchester Medical Center Health Network (WMCHealth) — MidHudson Regional Hospital, at 241 North Road in Poughkeepsie (845-483-5000), and HealthAlliance Hospital, at 105 Mary's Avenue in Kingston (845-338-2500).
With a Medicare Advantage HMO, your primary-care doctor, your specialists, the hospital they admit to and, after a hospital stay, the rehab or nursing facility all have to be in the plan's directory for the year. Original Medicare with a Medigap policy has no network, so any provider that accepts Medicare works. None of these hospitals has a page of its own here; I check each one, and each of your doctors, by name in the plan's directory for Ulster County.
What's particular about Highland
- A hamlet, a town, two counties. Highland is a hamlet within the Town of Lloyd, which the county's 2024 hazard plan places in eastern Ulster County along the Hudson. Highland addresses see the Ulster County plan list: 34 Medicare Advantage plans for 2027. The Walkway Over the Hudson connects Highland to Poughkeepsie on the east bank, which is in Dutchess County (42 plans). Doctors in either county have to be checked against the Ulster County plan you choose. A move out of your plan's service area, or to an address with new plan options, opens a Special Enrollment Period that runs for two full months after the move.
- Getting to appointments. If you are 60 or older and registered with the Office for the Aging, you can ride UCAT or the Office for the Aging's wheelchair-accessible medical van free: two round trips a week for medical care and one for shopping. The van needs an advance reservation at (845) 334-8120, weekdays 8 to 4, and runs on availability. If that's how you get around, the plan's doctors have to be somewhere those rides reach.
- Medigap. In New York you can buy or switch Medigap in any month without health questions. Premiums are set by region, and I check the Department of Financial Services' published rates for yours.
- Retiree and employer coverage first. The county's hazard plan puts 18.3 percent of the town's residents at 65 or older. State, school district and hospital retirees, and people still working at 65, have coverage that coordinates with Medicare in its own way. Whether an individual plan adds to it or cancels it comes before any comparison; NYSHIP retirees and Medicare while working past 65 cover the two most common cases.
The Ulster County Office for the Aging
The Ulster County Office for the Aging at 1003 Development Court in Kingston (845-340-3456) runs HIICAP, New York's free, unbiased Medicare counselling, with one-on-one appointments at the office or in the community. More on the Medicare Savings Program, Extra Help and EPIC. The HIICAP page has every county office. Statewide HIICAP line: 1-800-701-0501. Town of Lloyd offices are at Town Hall, 12 Church Street in Highland (845-691-2144).
Highland Medicare facts for 2027
- Plans: 34 Medicare Advantage plans are sold in Ulster County for 2027, and I can enroll you in 32 of them. Every 2027 plan in Ulster County.
- Social Security office: Poughkeepsie Social Security Office, which serves Dutchess County (Poughkeepsie, Beacon, Fishkill, Wappingers Falls, Hopewell Junction, Hyde Park, Rhinebeck, Red Hook, Millbrook, Pawling, Pine Plains, Millerton and Dover Plains) and, because it has no office of its own, Ulster County, including Kingston, New Paltz, Saugerties, Woodstock, Rosendale, Highland, Marlboro, Wallkill and Ellenville. Medicare Part A and B sign-up runs through Social Security.
- Before you choose: Medicare Advantage vs Medigap in New York · reading your 2027 Annual Notice of Change · turning-65 checklist.
How we work from Highland
My office is in Clifton Park, and I work with Highland residents by phone, WhatsApp and video. A first call takes about fifteen minutes: your ZIP code, your doctors and where they are, your prescriptions, and any retiree, VA or Medicaid coverage. Nothing is decided on a first call.
What a Highland plan review covers
- Every doctor you see, checked against each plan's current directory, including the hospital they admit to: Vassar Brothers, MidHudson Regional or HealthAlliance.
- Prescriptions priced through each plan's formulary for the full year, at the pharmacy you actually use.
- Retiree, employer, VA or Medicaid coverage and exactly how each option would interact with it, plus a screening for the Medicare Savings Program and Extra Help.
- A written comparison with total yearly cost, gone through together by video or phone, and a plain statement of whether your current coverage should be left alone.
No fee for Medicare plan help. Request a review, or read the wider Medicare page for all of Ulster County. Nearby: New Paltz · Marlboro and Milton · Kingston · Poughkeepsie · Dutchess County.
Comparing agents? How to check any Medicare agent in New York, me included: the license lookup, the questions to ask and the disclosures to expect.
Run a business here too? Business insurance in Highland.
- Ulster County Hazard Mitigation Plan 2024, Section 9.10: Town of Lloyd (August 2024) — the Town of Lloyd in the eastern portion of Ulster County bordering the Hudson River; formed in 1845; the hamlet of Highland within the Town of Lloyd; the Walkway Over the Hudson connects Highland on the west bank of the Hudson River to Poughkeepsie on the east bank; 2020 ACS estimates: 18.3 percent of the population 65 or older; read October 27, 2026
- Ulster County (NY.gov county profile) — municipalities include 'Lloyd, Town of'; no Village of Highland listed; read October 27, 2026
- Dutchess County (NY.gov county profile) — municipalities include 'Poughkeepsie, City of' and 'Poughkeepsie, Town of'; read October 27, 2026
- Town of Lloyd home page — Town Hall, 12 Church Street, Highland, NY 12528; (845) 691-2144; checked October 27, 2026
- Northwell Health Primary Care at Highland (Northwell Health) — 514 Route 299, Highland, NY 12528; (845) 691-9200; well visits and physicals, same-day sick visits, telehealth, medication management, screenings, vaccinations and testing, behavioral health; checked October 27, 2026
- Vassar Brothers Medical Center (Northwell Health) — 45 Reade Place, Poughkeepsie, NY 12601; (845) 454-8500; 'We are now part of Northwell Health'; checked October 27, 2026
- Contact us (Westchester Medical Center Health Network) — HealthAlliance Hospital, 105 Mary's Avenue, Kingston, NY 12401, 845.338.2500; MidHudson Regional Hospital, 241 North Road, Poughkeepsie, NY 12601, 845.483.5000; both listed under the WMCHealth Network; checked October 27, 2026
- Senior Services (Ulster County Area Transit) — 60 or older and registered with the Office for Aging: one round trip for shopping and two round trips for medical service per week free; OFA medical van for Ulster County residents, wheelchair accessible, advance reservations, based on availability; (845) 334-8120, Monday to Friday 8 a.m. to 4 p.m.; read October 27, 2026
- Ulster County Office for the Aging (NY State Office for the Aging directory) — 1003 Development Court, Kingston, NY 12401; (845) 340-3456; checked October 27, 2026
- Medicare and Insurance Assistance - HIICAP (Ulster County) — free HIICAP counselling; one-on-one appointments at 1003 Development Court, Kingston, and in the community; (845) 340-3456; checked October 27, 2026
- HIICAP — free Medicare counselling (NY State Office for the Aging) — statewide line 1-800-701-0501, routed to your county's program; checked October 27, 2026
- Special Enrollment Periods (Medicare.gov) — moving out of your plan's service area, or to a new address with new plan options: the window begins when you move and continues for 2 full months; read October 27, 2026
We do not offer every plan available in your area. Currently we represent 10 organizations which offer 81 products in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options. 1-800-MEDICARE (TTY 1-877-486-2048) is available 24 hours a day, 7 days a week. Insurers' legal names and home offices: carriers page.
Common questions
Short answers to what people ask before they call.
Still have a question? Call (518) 902-8822 or book a call.
I live in Highland and my doctors are in Poughkeepsie. Which plan list do I get?
Ulster County's. Medicare Advantage and Part D plans are filed by county and follow where you live, not where your doctors are. Highland is in the Town of Lloyd, in Ulster County; Poughkeepsie, on the east bank of the Hudson, is in Dutchess County, which has its own list. What matters for your Poughkeepsie doctors is whether they are in the directory of the Ulster County plan you choose, and I check each one by name.
Which hospitals do Medicare Advantage plans in Highland use?
It depends on the plan and on your doctors. Vassar Brothers Medical Center in Poughkeepsie is part of Northwell Health, which also runs Northwell Health Primary Care at Highland on Route 299. MidHudson Regional Hospital in Poughkeepsie and HealthAlliance Hospital in Kingston are part of the Westchester Medical Center Health Network (WMCHealth). A plan can contract with one system and not the other, so I check the hospital you'd use and each of your doctors by name in the specific plan's directory for Ulster County.
I don't drive. How do I get to medical appointments from Highland?
If you are 60 or older and registered with the Ulster County Office for the Aging, you can ride UCAT buses or the Office for the Aging's wheelchair-accessible medical van free, up to two round trips a week for medical care and one for shopping. Van rides need an advance reservation at (845) 334-8120, weekdays 8 to 4, and depend on availability. When you rely on rides like these, I check that a plan's doctors are somewhere you can reach.
Where is free Medicare counselling for Highland residents?
The Ulster County Office for the Aging at 1003 Development Court in Kingston, (845) 340-3456, runs HIICAP, New York's free and unbiased Medicare counselling program, with one-on-one appointments at the office or in the community. The statewide HIICAP line is 1-800-701-0501. HIICAP is the second opinion I recommend to anyone who wants one.
Do you meet Highland clients in person?
No. My office is in Clifton Park, and I work with Highland residents by phone, WhatsApp and video. A first call takes about fifteen minutes, and a full review works the same way over video or phone.
What clients say
Reviews are quoted from Google and may be shortened.
He took the time to explain everything without making it confusing or making me feel rushed. He answered all of my questions … You can tell he actually cares about helping people instead of just trying to sell you something.
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He took the time to understand our different needs, explain every detail clearly … He is knowledgeable, patient, responsive, and genuinely cares about the people he helps.
Very knowledgeable and attentive. He took great care of us. Process was simple and stress-free. I appreciate all his help. And would gladly recommend him to anyone looking for guidance on choosing the right plan.
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