Perched atop distinguished Highland Ave, where the town meets 157acre Mills Reservation, this beautifully maintained Classic Center Hall Colonial blends timeless charm, modern updates & an exceptional Upper Montclair location. Featuring 3 BRs, 1 FB & 3 PRs, the home showcases sweeping unobstructed NYC views & a private backyard retreat rarely found in Montclair. Gleaming HW fls, formal LR w/wood-burning FP, elegant DR & updated chef's EIK w/center island, SS appls, tile backsplash & abundant workspace. French doors open to a screened front porch, while a bright rear 3-season Florida rm, overlooking the beautifully landscaped backyard w/direct access to Mills Reservation. A striking open staircase leads to 3 generously sized bedrooms w/HW fls & 1.5 baths. Sun drenched primary suite features dual WICs. Spacious 2nd BR offers WIC with adjoining PR and potential to expand to a full bath. Bright 3rd BR also features WIC. A 700SF unfinished walk-up attic is a rare value-add opportunity, featuring 2 windows. Extending across the full length of the home, it offers tremendous potential for a future primary BR, office, bonus rm. Finished LL provides flexible space for FR, office, gym or playroom, plus PR & laundry. Enjoy privacy, mountain views & nature just 3 blks to NYC train station, Upper Montclair Village, boutique shopping, acclaimed restaurants, Presby Iris Gardens, town pool, tennis, soccer & playgrounds. A rare opportunity in one of Montclair's most sought-after neighborhoods.