Tutoring, Test Prep & College Admissions Counseling in Westport, CT
ConnectPrep was founded in Westport and still operates here — not a satellite location, but home. For 17+ years we’ve tutored Westport students 1:1: Digital SAT & ACT prep, full-service college counseling, K–12 academics, AP support, and private school admissions.
We’re not a national brand with a Westport ZIP code on the contact page. ConnectPrep was founded here, Jeremy Fine still runs every first consultation himself, and our tutors have planned sessions around Staples’ AP calendar, idled behind the same Post Road buses your kids ride, and watched seventeen years of Westport seniors open decision letters. When we say we know the town’s rhythm, we mean the actual calendar on your kitchen wall — Staples midterms, FCIAC crew and sailing seasons, and the spring SAT School Day every Connecticut junior sits.
Every ConnectPrep Program, Available in Westport — In Person
Westport is where ConnectPrep was founded, so every program we run nationally is fully staffed here, in person. Most families combine services over time — 8th-grade math support at Bedford or Coleytown Middle, Digital SAT prep sophomore year at Staples, then admissions counseling as a junior — all with the same firm.
SAT & ACT Prep
1:1 Digital SAT and ACT tutoring built around a Bluebook diagnostic, weekly sessions, and full-length practice tests. Elite Bootcamps for students targeting 1500+ / 34+.
College Admissions Counseling
Full-service counseling for grades 9–12: school-list strategy, essays, activities positioning, interview prep, and application management through decision day.
K–12 Subject Tutoring
Every grade and subject — math, reading, writing, science, languages — plus weekly homework help and study-skills coaching, aligned to Westport Public Schools curricula.
AP Exam & Honors Support
Score-5 strategy for AP sciences, humanities, math, and languages, aligned to Staples’ AP calendar and the May exam window.
Private School Admissions
ISEE, SSAT, SHSAT, and TACHS prep plus day- and boarding-school admissions advising, including applications to Greens Farms Academy and New England boarding schools.
BS/MD & Specialized Tracks
Combined-degree medical program advising, NCAA athletic recruiting advising, and transfer admissions strategy.
Executive Function Coaching
Organization, planning, and focus coaching — including support for students with ADHD, IEPs, and 504 plans, plus test-day accommodations strategy.
Graduate School Prep
GRE, GMAT, LSAT, MCAT, and JD-Next tutoring with integrated med, law, MBA, and PhD admissions advising.
Rated 5.0 Stars by Westport-Area Families
ConnectPrep holds a 5.0 rating across every review platform — Google, Thumbtack, Yelp, and Care.com — with 500+ verified reviews and Thumbtack Top Pro recognition every year from 2016 to 2026.
“ConnectPrep has been incredible! I raised my SAT score to a 1580. Bethany showed me how to deconstruct each section and find the evidence behind every answer. Their resource guides go far beyond anything I received from school.”TJ Tyler — GoogleSAT 1580 · applying to Cornell, Columbia & Yale
“Chris was outstanding with test prep, helping our son raise his SAT score by over 200 points. Jeremy guided us through every step of the college advising process, leading to acceptances at Georgetown, Rice, and Emory with significant merit scholarships.”Abbey — GoogleSAT +200 pts · Georgetown, Rice, Emory + merit
“Elena was outstanding throughout the process — honest, encouraging, and knew exactly how to push my son without making things feel overwhelming. The essay process was where I saw the biggest difference. My son was admitted to the University of Michigan’s Ross School of Business, his first choice, along with UVA, WashU, and NYU Stern.”Rajiv Nair — GoogleCollege advising · UMich Ross (1st choice), UVA, WashU, NYU Stern
“Mary worked with Emily on SSAT prep and Jeremy guided us through every step of the private school applications. Emily was accepted to Choate Rosemary Hall, Loomis Chaffee, Greens Farms Academy, Westminster, Sacred Heart Greenwich, and Kent School.”Madison A. — GoogleSSAT · Choate, Loomis, Greens Farms Academy
Westport Neighborhoods & Nearby Towns We Cover
Our tutors cover all of Westport in person. Families near the office often meet at 10 Terra Nova Circle; everyone else can choose in-home sessions or live online.
Rooted in the community we serve — local families find us through area networks including the Westport-Weston Chamber of Commerce. ConnectPrep is a member of NACAC (National Association for College Admission Counseling).
Schools Our Westport Students Attend
We work with Westport’s school calendars every day — AP weeks, FCIAC athletic seasons, midterm schedules — and build prep plans around them.
Westport Public Schools
- Staples High School — CEEB code 070-920
- Bedford Middle School
- Coleytown Middle School
- Coleytown, Greens Farms, Kings Highway, Long Lots & Saugatuck Elementary
Independent & Private Schools
- Greens Farms Academy (Westport)
- Pierrepont School (Westport)
- Nearby: St. Luke’s (New Canaan), King School (Stamford)
- New England boarding schools
About half our Westport client base comes from Staples; the rest split between Greens Farms Academy and students attending boarding schools who return for breaks. Our tutors are equipped for both curricula and for students transitioning between them.
What SAT Score Do Westport Students Actually Need?
Connecticut administers the SAT to every public-school junior on SAT School Day, so virtually every Staples junior has an official baseline by spring. Because school-day means include every tester — not just the college-bound — published averages sit well below what competitive applicants actually submit.
| Score Range | Context | Typical Target Schools |
|---|---|---|
| 1500+ | 99th percentile | Ivy League and peer-tier universities |
| 1400–1490 | Greens Farms Academy mean range | Top-25 universities, strong merit candidates |
| 1300–1390 | Top of the Staples middle-50% | Top-50 universities |
| 1110–1390 | Staples Class of 2025 middle 50% | Broad match range |
| 1239 | Staples Class of 2025 mean (all testers) | Baseline before prep |
Sources: Staples High School 2025–26 official school profile (Class of 2025 mean 1239, middle 50% 1110–1390); Greens Farms Academy reported average ≈1400.
That gap — between a school-day baseline and a competitive application score — is exactly the 100–500 point improvement range ConnectPrep programs are built to close. Westport’s academic market is among the most competitive in the country: median household income is roughly $250,001 and 38.4% of adults hold a bachelor’s degree or higher (Westport Public Schools 2025–26 profile), so local applicants compete against unusually strong peers for the same selective seats. See how our SAT program works →
College Prep, Grade by Grade
Westport families get the strongest results when they start early and stay consistent. Here’s how a typical ConnectPrep plan unfolds from middle school through senior year.
| Stage | Academic & Testing Focus | How ConnectPrep Helps |
|---|---|---|
| Grades 6–8 | Build core math and writing skills; ISEE/SSAT if applying to private or boarding school. | Subject tutoring at Bedford & Coleytown Middle, study-skills coaching, private-school admissions support. |
| Grade 9 | Strong first-year GPA, course selection, early extracurricular direction. | Academic advising, executive-function coaching, a long-range course and activities roadmap. |
| Grade 10 | PSAT/PreACT, AP groundwork, a baseline Digital SAT diagnostic (ideal start: October). | Diagnostic testing, an SAT-vs-ACT decision, and the first structured test-prep block. |
| Grade 11 | Core SAT/ACT testing window, AP exams, college-list building — the most pivotal year. | 1:1 test prep to target score, school-list strategy, and the start of essay brainstorming. |
| Grade 12 | Applications, essays, interviews, final score attempts, financial-aid and decision strategy. | Full-service application management through decision day, plus interview prep. |
Most families start in 9th–11th grade, but we support students at every stage — including seniors mid-application. See our grade-by-grade advising →
In-Person & Online Sessions in Westport
Westport is the one place where everything ConnectPrep does is available fully in person. Families typically structure it one of three ways:
In-home sessions
Tutors travel throughout Westport on weekday afternoons, evenings, and weekends. Sessions run 60–90 minutes.
Westport office
Many families prefer our home base at 10 Terra Nova Circle — a focused, distraction-free setting.
Live online
The same tutor can move any session online during crew/sailing season, AP weeks, or school breaks. No separate online-only tier.
Practice testing
Full-length, Bluebook-aligned digital practice SATs throughout each program, with question-by-question review.
Most Westport students test at Staples High School (CEEB 070-920) on Bluebook-supported Chromebooks; some use Norwalk High or Wilton High for backup dates. Every program starts with a free 30-minute consultation with founder Jeremy Fine, then a full diagnostic, then a weekly 1:1 plan re-paced every two weeks from practice-test data — so a missed week during FCIAC playoffs or AP season never derails the program.
Where Our Westport Students Go
Recent destinations for our Westport students include:
We share verified, itemized outcomes data on request. See our full results →
Founder-Led, Right Here in Westport
ConnectPrep is led by founder Jeremy Fine, who personally runs every family’s first consultation. His path into education began teaching 3rd and 4th graders at Washington University in St. Louis — the start of a family legacy of educational passion that became ConnectPrep in 2013.
His philosophy is simple: teach, don’t just review. ConnectPrep pairs proven teaching methodology with advanced performance metrics and a relationship-centric approach — which is why so much of our Westport business comes from referrals from families we’ve already worked with. Jeremy hand-selects every tutor and counselor on the team; our educators average 12+ years of experience and include former admissions officers and subject specialists.
— Jeremy Fine, Founder, ConnectPrep
Other local communities we serve
Westport Tutoring & Admissions FAQs
Do ConnectPrep tutors come to our home in Westport?
Do you offer full college admissions counseling in Westport, or just test prep?
How do programs and pricing work?
When should my Westport student start SAT or ACT prep?
Where do Westport students take the SAT?
What kind of score improvement do Westport students see?
Do you work with students who have ADHD, IEPs, or 504 plans?
Do you prepare students for private school admissions tests like the ISEE and SSAT?
What if our schedule changes week to week?
Start With a Free Consultation — Right Here in Westport
Talk with ConnectPrep founder Jeremy Fine about your student’s goals, schools, and timeline. We’ll recommend an honest path forward — whether that includes ConnectPrep or not.
ConnectPrep · 10 Terra Nova Circle, Westport, CT 06880 · Serving all of Westport in person & online
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