Chatham Homes with Contemporary Style

Welcome to Chatham, Massachusetts, a picturesque coastal gem nestled in Barnstable County on Cape Cod. Known for its stunning beaches, charming downtown, and rich maritime history, Chatham offers an idyllic setting for those seeking a vibrant community with a touch of New England charm. With its iconic lighthouse, serene harbor, and breathtaking sunsets, Chatham is not just a place to live; it’s a lifestyle.

For homebuyers with a penchant for modern aesthetics, Chatham boasts an impressive selection of contemporary-style homes. These residences seamlessly blend sleek design with the natural beauty of the surrounding landscape. Featuring open floor plans, large windows that invite in ample natural light, and eco-friendly materials, contemporary homes in Chatham are perfect for those who appreciate both style and sustainability. Many properties also offer outdoor living spaces, allowing residents to savor the stunning views and coastal breezes that define this charming town.

Living in Chatham means embracing a lifestyle rich in outdoor activities. From sailing and fishing to hiking and biking along scenic trails, there’s no shortage of ways to enjoy the great outdoors. The town’s vibrant arts scene, boutique shopping, and delectable dining options also make it a cultural haven.

Whether you’re looking for a year-round residence or a seasonal retreat, Chatham’s contemporary homes provide a perfect blend of modern comfort and coastal elegance. Discover your dream home in this enchanting town and experience the best of Cape Cod living!

Newest Chatham Homes with Contemporary Style

$2,390,000

4 Beds ⋅ 4 Baths ⋅ 22603375 MLS

Spectacular four bedroom home set on one of the largest lots in sought-after Great Hill Estates. With deeded rights to Lover's Lake for swimming, kayaking & fishing just a short path away. Located at the end of a quiet cul-de-sac, this home offers true privacy & views of nature at every turn. Dramatic cathedral ceilings, 4 fireplaces, open floor plan & wraparound deck with elevated views of the expansive property all perfect for entertaining and large family gatherings. The 1st floor has two large family rooms w/ soaring ceilings and floor to ceiling fireplaces, kitchen with granite and island open to a dining area, a primary suite with en-suite bath and laundry and a half bath. Upstairs is a second primary suite w/ fireplace and sitting area, an additional bedroom and a full bath. The walkout lower level has a bedroom, full bath, another washer/dryer and leads to a stone patio with fire pit. Close to Chatham Village, bike path and Chatham beaches. Possible subdivision opportunity.

55 Winterset Drive, Chatham

$4,200,000

3 Beds ⋅ 3 Baths ⋅ 22602056 MLS

Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef's kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola patio create a seamless connection to the landscape. As part of the Bucks Creek Association, residents enjoy access to a private picnic area and dock on Nantucket Sound. The nearby Cape Cod Rail Trail offers an easy, scenic ride to downtown Chatham and surrounding towns.

30 Indian Trail, Chatham

$2,995,000

3 Beds ⋅ 3 Baths ⋅ 22601983 MLS

Stage Island is among the most exclusive addresses on Cape Cod -- a private, tight-knit enclave of fewer than 40 homes where properties rarely change hands and waterfront offerings are nearly nonexistent. When one does surface, it commands attention. This is that moment. Set on 1.07 waterfront acres, this property delivers a generational setting defined by sweeping marsh and water views, breathtaking sunsets, and a bucolic lot surrounded by abundant conservation land.The 3-bedroom, 2,200+ SF contemporary residence is thoughtfully sited and bathed in natural light. A wall of windows and doors anchors the main living area with 270-degree views. The private primary suite features its own deck and a soaking tub with waterfront views -- an orientation that simply cannot be improved upon. Outside, gardens, patios, and decks unfold into multiple entertainment zones designed for alfresco dining, yard games, and summers well spent. Move-in ready and meticulously maintained, the expansive footprint also offers meaningful runway for further development. A setting this rare, in a community this sought-after, does not come twice.

336 Stage Island Road, Chatham

$4,495,000

4 Beds ⋅ 4 Baths ⋅ 22601752 MLS

This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings and dramatic walls of glass fill the home with natural light and frame spectacular sunsets; while sliders open to an expansive wraparound deck for effortless indoor-outdoor living. A chef's kitchen, dual living areas, and an open dining space - all framed by stunning views - create an exceptional setting for entertaining. Offering nearly 5,000 sq ft across three levels, you'll enjoy four bedrooms and 3.5 baths, highlighted by a luxurious primary suite with panoramic views. Multiple living spaces provide flexibility for quiet relaxation or hosting guests. The walk-out finished lower level features several rooms plus a convenient kitchenette. A seasonal catwalk leads to Bucks Creek for kayaking, paddle-boarding, or clamming, and the calm waters of popular Harding's Beach are only a short stroll. Other notable features include reclaimed wood floors, 3 fireplaces, natural gas heat, Central A/C, generator, outdoor shower, 2-car garage, and rental history. Paradise found in one of the most coveted towns on Cape Cod!

38 Indian Trail, Chatham

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