415 Katama Road

About

Watchmere: Luxury Compound Near South Beach
Located just a half mile from South Beach, Watchmere offers the ultimate Vineyard escape with a private, resort-style setting perfect for family gatherings or group getaways. This thoughtfully designed compound includes a main house, separate guest suite, pool cabana, gym, and a game room—all surrounded by beautifully landscaped grounds and conservation land.
The main house features a reverse floor plan, with open living spaces on the upper level and three bedrooms below. The vaulted living room is lined with windows and opens to a large deck with dining and lounge areas overlooking the pool. A gourmet kitchen with granite counters and high-end appliances flows into a glass-wrapped dining area.
Downstairs, the primary suite opens to a covered patio with ping pong and seating. Two additional bedrooms share a full bath. Across the driveway, a deluxe guest suite above the garage includes vaulted ceilings, a steam shower, and a private deck.
The pool and spa area is an entertainer’s dream—complete with bluestone patio, sun loungers, multiple dining areas, and an open-air cabana with a full kitchen, pizza oven, fireplace, and outdoor living room with TV.
A separate building houses a private gym with Peloton and free weights, while the pool house features a second-floor lounge with air hockey/pool table, bar area, and media setup.
With direct access to the bike path and just minutes to the beach, Watchmere delivers an upscale yet relaxed Vineyard experience.
Pool: Heated to 81° and included in July–August. Heat surcharge applies otherwise.
Hot Tub: $400/week.
Pets: $350/week with approval.
NOTE: *We encourage you to make an effort to personally view the property prior to booking. We represent the property condition, size and location to the best of our ability. Information is deemed reliable, but is not guaranteed.