Chappaquiddick, MA homes for sale & real estate

Chappaquiddick, MA Homes for Sale

This beautifully renovated Katama retreat blends refined design, luxury amenities, and flexible living. The main house offers three bedrooms, including a peaceful primary suite with private deck, a second en suite, and a cozy bunkroom. The octagonal living room, skylit dining room with gas fireplace, and chef’s kitchen with quartz counters and high-end appliances are perfect for entertaining. Upstairs, a state-of-the-art theater features a 4K projector, 110" screen, and surround sound—also ideal as a family room or game space. A home office nook and powder room complete the level. The detached guest retreat includes a bedroom, sitting area, en suite bath, and its own projec

Chappaquiddick, MA Homes for Sale

Mattakesett units continue to be in high demand and #B2 is the only unit currently on the market! Take advantage of all the Winnetu Resort amenities and a robust rental program which covers your fees and provides great revenue! This unit offers abundant views of the farm fields out front, open common space next to and behind, and is a short walk or bike to South Beach! There are 3 bedrooms, 2.5 baths and the bonus of a finished loft. With over 1,400 sq ft of living space this is one of the larger units. The outdoor rear deck offers additional space for dining or relaxing after a day at the beach. These units are seasonal, closed down in mid-November and re-opened starting in mid-April. This

Chappaquiddick, MA Homes for Sale

This incredibly charming Katama Cape Cod-style home that has been completely refreshed top to bottom! An updated kitchen with high-end appliances, including a wine fridge, two brand new bathrooms, central AC and a new second floor deck are just some of the improvements. There are two bedrooms, one on each floor. The second floor has a comfortable lounge area, and a cozy loft is accessed with a ladder and provides a bonus sleeping area for teenagers or storage space. The primary bedroom has sliding doors leading to a large sundeck and the full bath is complete with a Victoria & Albert deep soaking tub. A finished lower level adds to the living space whether using as a kid's playroom, e

Chappaquiddick, MA Homes for Sale

Move-In Ready – CONSTRUCTION COMPLETE - This stunning 8-bedroom, 7.5-bath generational home, completed in 2025, is fully furnished and move-in ready. The property features a 6-bedroom, 5.5-bath main residence, a 1-bedroom, 1-bath guest house with its own kitchen, and a 2-car carriage house with 1-bedroom living quarters. Designed for relaxation and entertainment, the private backyard oasis includes a 16' x 32' saltwater pool, spa, and cabana. Offered fully furnished with Ethan Allen selections, this property ensures effortless enjoyment. Window treatments for the main house are included but not pictured. Days on market reflect the construction period, and certificates of occupancy hav

Chappaquiddick, MA Homes for Sale

This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by SternMcCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon entering, you'll be greeted by a sophisticated interior with open-plan living spaces designed for easy entertaining. The mainlevel features sleek modern furnishings, flowing from the kitchen and dining area through French doors to a beautifully landscapedoutdoor patio, ideal for al fresco dining and relaxati

Chappaquiddick, MA Homes for Sale

Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and custom cabinetry. The five spacious bedrooms are thoughtfully positioned throughout the home, providing unparalleled privacy and comfort. The main house features four private bedrooms with three full bathrooms and private balconies. The fifth bedroom is housed over the detached two-car garage. The