Experience the perfect synergy of historic charm and modern utility at 105 Brentwood Road! Situated on 2.05 private, wooded lot within the highly-regarded SAU-16 school district, this thoughtfully renovated property offers a rare "work-live-play" configuration with incredible multi-generational or income potential. Enter the primary residence through the screen porch and find great spot to relax or convert to a handy mud room! The eat in kitchen offers a breakfast bar, wood cabinetry and SS appliances. Large first floor rooms filled with natural light and hardwood to include living room, dining room and potential office space or bedroom.Three quarter bath and laundry round off the first floor. Second floor offers 4 roomy bedrooms including the primary bedroom and full bath. A full walk-up attic offers a blank canvas for additional living space. The grounds are designed for relaxation and entertainment, featuring a massive 16 x 20 Azek composite deck with storage underneath. This low-maintenance surround leads to a 21 ft. above-ground pool and dedicated pool house. The expansive backyard also includes multiple seating areas, a fire pit, and an additional storage shed, all set against a serene, wooded backdrop. The standout feature of this well maintained property is the newer 750+sq. ft. detached Accessory Dwelling Unit (ADU) built circa 2022. This stylish, self-contained one-bedroom apartment is fully applianced with its own separate utilities—ideal for a high-end rental, in-law suite, or private home office.Updated with mini-splits for efficient cooling and a flexible layout that adapts to your needs Below the ADU is a spacious 2-car garage providing secure parking and additional storage. Located in a settled neighborhood near downtown Exeter and Phillips Exeter Academy, this home offers easy access to the in-town Amtrak train service, local trails, shop, beaches and major commuter routes. Also listed as MLS 5088428 *PUBLIC OPEN HOUSE SATURDAY MAY 16th 10-12*