A dream home designed for today's modern and multigenerational lifestyle, offering exceptional flexibility, privacy, and resort-style amenities. Situated on 1.2 acres in the gated community of Roxbury Estates, this Traditional French European-style custom residence blends timeless architecture with expansive living spaces ideal for extended family, guests, or evolving household needs. With mature wooded privacy and a large, level backyard, the outdoor living experience includes a saltwater pool and spa, outdoor fireplace, sport court for pickleball or basketball, expansive lawn, and a pool house with full bath-creating a true outdoor retreat. A stately four-sided brick exterior with refreshed paint, newer roof, upgraded ventilation, and dramatic stone entry opens to light-filled interiors, formal dining room, richly detailed study, and spacious gathering areas throughout. A private main-level guest suite with en suite bath offers ideal accommodations for in-laws or long-term guests. The chef's kitchen features premium Thermador appliances, walk-in pantry, and seamless flow into the breakfast area and vaulted keeping room for easy everyday living and entertaining. Upstairs, the oversized owner's suite features a sitting area with fireplace, private balcony, spa-like bath, and expansive walk-in closet. Three additional secondary bedrooms each offer private en suite baths, along with an additional upstairs living space and large laundry room. The finished terrace level offers outstanding multigenerational living potential with space for a full private apartment, complete with kitchenette, living room, fireplace, game room, billiards area, fitness suite, additional bedroom, full bath, and private patio access. A custom soundproof theater and smart home automation further elevate the home's luxury appeal. Additional features include whole-house smart technology, built-in speakers, intercom system, central vacuum, Cat-6 wiring, air purification and humidifier systems, and four newer HVAC units. Exceptional opportunity in one of Milton's most sought-after gated communities.