Brian Dougherty

North Falmouth MA Home for Sale

This stunning waterfront home is nestled within a coveted North Falmouth community and offers a private beach and association dock. Completely reimagined by an elite team of designers and builders, this sophisticated 5 bedroom residence features sweeping ocean views and spectacular sunsets! High-end finishes, custom hardwood floors, tile, stone and millwork are found throughout this special home. Entertainers delight with a large open-concept first-floor that centers around a stunning Christopher Peacock kitchen. The home office, cozy den, lower level lounge, gym, and sauna provide space for retreat, or large scale gathering. The resort-like exterior with large front lawn, gardens, sundeck and infinity-edge pool create the perfect setting for both relaxation or family activity, alike. A private path with direct beach and water access is a real treasure. This oceanfront property epitomizes sophisticated coastal living, blending thoughtful design with modern systems in a convenient location. A pleasure to show, by appointment only.

North Chatham MA Home for Sale

Co-ownership opportunity. Own one-eighth of this turnkey home, professionally managed by Pacaso. Welcome to Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a thoughtful floorplan includes 5+ ensuite bedrooms and 3 full floors of living spaces, each accessible by elevator. The large family room features a stone fireplace, window seats, coffered ceilings and direct access to expansive deck overlooking the water. A gorgeous chef's kitchen with 14ft island is the heart of the home with top of the line appliances, Wolf range and a pantry. Spacious primary suite with adjacent octagonal office complements this rare coastal offering. Resort like amenities include a lower level game room, sauna, gym, kitchen, cabana, and heated pool with integrated hot tub. A pleasure to show, by appointment only.

Nantucket MA Home for Sale

FINAL CALL FOR OFFERS!!! All offers due 1/31/2026 by 5:00 PM Eastern. Welcome to Goose Cove, a beautifully renovated 4-bedroom, 4.5-bathroom home offering stunning views of Goose Cove and close proximity to coveted beaches, bike path, and Millies. This home features interior design by Elisa Allen and high-end finishes by Clarke Brothers Construction. Thoughtful details abound, from the custom landscaping and inviting front porch to the French doors opening onto outdoor living spaces. An open concept living room includes a fireplace and custom ship-lap bookcases, while the gourmet kitchen is equipped with custom cabinets, quartzite countertops, and a dining area with vaulted ceilings. The first-floor primary suite offers a walk-in closet and luxurious bath. Additional highlights include three en-suite bedrooms, a finished lower level with 10' ceilings, a wrap-around mahogany deck, outdoor shower, and access to a shared dock. Potential for a garage and in-ground pool. Property sold ''as-is''.

Chatham MA Home for Sale

Welcome to Viewpoint - one of the most significant waterfront estates in all of New England. Sited high atop a dramatic bluff to enjoy spectacular and commanding views over Nantucket Sound, Viewpoint is the result of a multi-year collaboration with top architects, builders and landscape designers. With over 1200 feet of direct access shoreline, this legacy property boasts nearly 6 acres of unprecedented privacy as a long gated driveway winds past a guest house and arrives in the cobblestone motor court, where the stunning main house is first revealed. The classic shingle style residence was thoughtfully designed for both grand entertaining and casual everyday family living alike. Modern systems and amenities blend with timeless architectural details. The resort-like grounds include expansive lawns, a spectacular infinity-edge pool, cabana, fire pit, meandering trails and an incredible mahogany boardwalk leading to the water's edge. Viewpoint is a pleasure to show, by appointment only.

Chatham MA Home for Sale

This stunning and turn-key Chatham retreat enjoys serene water views from a very private setting on more than an acre of meticulously landscaped grounds. Reached by a long and gracious gravel driveway, this spacious and thoughtfully designed home was recently renovated to include a large custom kitchen and beautiful baths by acclaimed builder E.J. Jaxtimer. Large bedrooms with ensuite baths provide comfort and convenience for family and guests, while an open concept chef's kitchen, dining room and a dramatic two story great room with fireplace lead to an expansive rear deck overlooking beautiful Pink Wink Pond. Patios, meandering pathways, gardens, stone firepit, and play area complement the other many amenities. This rare offering, available furnished, is located close to beaches, boats and a short drive to the quintessential shops, restaurants and galleries of downtown Chatham. A pleasure to show, by appointment only.

Mashpee MA Home for Sale

Delight in the expansive views of Nantucket Sound and Martha's Vineyard from this rarely offered residence at the exclusive Promontory Point village in charming New Seabury. Just moments to pristine local beaches, this turnkey 3+ bedroom home overlooks the Club at New Seabury's stunning Ocean Championship Golf Course. The thoughtfully designed townhouse-style floor plan features spacious open concept living on the top level ideal for grand entertaining or relaxed everyday living alike. Beautiful hardwood floors, large windows, a corner dining room, large bedrooms and private decks with water views complement this special offering. The highly sought-after community is meticulously maintained and allows for a variety of membership options to the Club, offering resort-style amenities including a full-service clubhouse, two golf courses, a high-end fitness center, five restaurants, two beach clubs, sixteen tennis courts, multiple pools and serene walking trails.

Dennis MA Home for Sale

Rarely available beachfront property in sought-after North Dennis neighborhood! Boasting jaw-dropping panoramic ocean views and just steps to one of the Cape's most beautiful sandy beaches, 28 Luscombe Lane presents a unique opportunity for a buyer who would renovate the existing home or take advantage of the fully approved designs, plans and permits to build a stunning new construction home, as rendered. Builder's package available. This special property is a pleasure to show, by appointment.

Dennis MA Home for Sale

Located adjacent to protected conservation land and across from one of the most significant private estates on Cape Cod, this stunning 4 bedroom shingle style home is located in the coveted Sesuit Neck enclave of East Dennis. Custom built in 2017 and thoughtfully designed for relaxing weekends or large family get-togethers alike, this home is truly turn-key. Open concept chef's kitchen, dining and living areas open onto screened porch, blue stone patio and large private backyard with outdoor shower. Hardwood floors and fine details are found throughout, while spacious bedrooms feature large and bright ensuite bathrooms. Just steps to the beach and a short stroll to marina and restaurants, this special offering is not to be missed. Shown by appointment only.

Chatham MA Home for Sale

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and offers vast water views. More views are served up in the chef's kitchen, which features a Wolf gas range, a large island with seating, and doors to an expansive deck overlooking Crows Pond. A cased opening from the kitchen leads to the formal dining room with traditional raised panel walls and a butler's pantry with a wet bar. The three-level home includes a quiet office area for work, a lower-level gym for working out, and an outdoor pool and indoor sauna for pure relaxation. An elevator makes it easy to move between floors. The lower level also has a guest suite with a full kitchen and living room. The home, close to Lighthouse Beach, comes fully furnished and professionally decorated.

Chatham MA Home for Sale

Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chatham's quintessential Main Street, this exclusive offering is a must see, by appointment only.

Orleans MA Home for Sale

Welcome to 51 Briar Spring Road, a charming and sophisticated residence straight from the pages of a design magazine! Located in desirable East Orleans, this home has beautiful water views overlooking Pochet Inlet. Tremendous natural light and an open and flexible floor plan make for a dramatic first impression. Custom kitchen offers glass cabinets, marble counters, La Cornue range and adjacent pantry. The property has 4 bedrooms as well as a bunk room. Privately sited on almost an acre with lush lawns, multiple decks, heated pool with auto-cover and fire pit overlooking the water complete this special offering.

Hyannis Port MA Home for Sale

Welcome to Port View, one of New England's most iconic oceanfront estates, available for the first time in a quarter century! Nestled within the exclusive Hyannis Port enclave and sited proudly at the helm of the world-renowned Kennedy Compound, this one-of-a-kind coastal estate and its famous neighbors have long epitomized a casual but classic American lifestyle. A gated driveway leads past rolling lawns and established landscapes by the legendary Olmstead brothers to reveal an impressive and stately 7 bedroom Main House, with 26 rooms all boasting spectacular water views of Hyannis harbor and the Nantucket Sound beyond! The perfect floorplan features large and gracious rooms with tall ceilings and beautiful architectural details throughout, including the fireplaced living and dining rooms, tavern, wood paneled library, sun porches, a third floor game room with mahogany inlay floors, and widows walk with roof deck. Tremendous outdoor entertaining opportunities surround the large pool, hot tub, firepit and ''wedding lawn'', which overlooks gorgeous dunes and nearly 500' of private beachfront. An icon in every sense, Port View is a pleasure to show, by appointment only.

Orleans MA Home for Sale

Available for the first time in nearly 80 years, Sargent Point is one of the most spectacular multi-generational waterfront properties on all of Cape Cod. With commanding views of Pleasant Bay and beautiful private beaches, this five acre retreat is approached by a long winding driveway to reveal a classic summer cottage with 6 bedrooms, original wood floors, fireplaces and a separate studio. Enjoy the sporting life with boating, swimming, fishing, and other year round outdoor pursuits. A rarely available legacy property with endless potential, Sargent Point is a pleasure to show, by appointment only.

North Chatham MA Home for Sale

Sited on a picturesque lane in a coveted North Chatham location, this custom estate home with deeded access to a private sandy beach on Pleasant Bay is being offered fully furnished and turn key!! Featuring the absolute best of coastal Cape Cod living, the 5+ bedroom Main House and 2 bedroom Guest House are like new, having been further improved and maintained to exacting standards. Thoughtfully designed floor plans with spacious interiors, superior craftsmanship, and timeless architectural finishes can be found throughout, while meticulous landscaping across 1.4 acres rivals that of a five-star resort. A spectacular poolside sanctuary features a hot tub, outdoor fireplace, fire pit, kitchen with pizza oven, outdoor speakers and multiple seating areas ideal for entertaining. Additional amenities include a lower-level gym, home theater, bonus rooms, garage parking for 3 cars, and a whole-house generator. This rarely available Chatham retreat is a pleasure to show, by appointment only.

Dartmouth MA Home for Sale

This sensational oceanfront estate is located in the coveted, gated beachfront community of Nonquitt. The 7+ bed Main House boasts breathtaking water views through expansive walls of glass, while the guest and pool houses are seamlessly integrated to create a one-of-a-kind coastal retreat. Light-filled living and dining spaces are designed for effortless indoor-outdoor living and entertaining, flowing beautifully onto patios and poolside areas. The detached garage includes the fully equipped guest suite with a bedroom, sitting room, full bath, washer and dryer. Set behind a tall privet hedge and surrounded by natural beauty, this custom home was recently built by Parker Construction with top finishes throughout. Resort-style grounds include level lawns, elegant hardscapes, and a stunning infinity-edge pool and spa overlooking a private beach and the shimmering sea beyond. Nonquitt blends laid-back coastal charm with exclusiveamenities including golf, tennis, and sailing.

Orleans MA Home for Sale

A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, ''Sargent Point'', affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little Pleasant Bay and the natural beauty of land trust protected Sampson and Hog Islands, with Nauset Beach behind. Enjoy access to your own private point, with 500 feet of direct waterfront, 150 feet of private sandy beaches and deep water mooring capacity. Located down a wooded private road, this classic year round home comes with 6 bedrooms, original wood floors, fireplaces, and a separate studio. Updated site plan and engineering now available. A legacy property with endless potential, Sargent Point is a pleasure to show, by appointment only.

Chilmark MA Home for Sale

One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees. Approached by a long gated drive, and past a 150 year old barn that was relocated from Pennsylvania, the beautiful Main House with bespoke interiors and a wraparound porch overlooks rolling lawns and a quintessential boat house with dock and private beach. A separate guest house, design studio, gym, tennis court, garages, additional guest accommodations and staff housing are thoughtfully sited around the property. Multiple riding rings and paddocks for the equestrians and gentleman farmers, while the stunning Norman Foster designed pool house is a true work of art, ideal for personal relaxation or sophisticated entertaining alike. A legacy property like no other, Blue Heron Farm is a pleasure to show, by appointment only.

Hyannis Port MA Home for Sale

Situated within the prestigious coastal enclave of Hyannis Port, directly adjacent to the world renowned Kennedy Compound, 'Port View' is one of the most iconic oceanfront estates along the entire Northeastern seaboard. Behind tall privet hedge, a gated driveway leads past rolling lawns and established landscapes by the legendary Olmstead brothers to reveal an impressive and stately 7 bedroom Main House with commanding views of Hyannis Port Harbor and Nantucket Sound. For the first time ever, an additional 6 bedroom guest house is included in this rare offering, creating a one-of-one multi-generational compound. A gracious floor plan features walls of windows from which to enjoy spectacular 300 degree views, while tall ceilings and beautiful architectural details are found throughout, including the fireplaced living and dining rooms, tavern, wood paneled library, sun porches, third floor game room with mahogany inlay floors, and roof deck, all substantially renovated by current owners. Tremendous outdoor entertaining opportunities surround the large pool, hot tub, firepit and ''wedding lawn'', which overlooks gorgeous dunes and nearly 500' of private beachfront!

Edgartown MA Home for Sale

Beach Farm is a breathtaking 18.6 acre waterfront estate on Martha's Vineyard featuring unrivaled privacy, serenity, awe-inspiring views, private beaches, water sports and a rare walking path to the pristine beaches of the south shore. This truly one-of-a-kind estate borders Edgartown Great Pond, the famed South Shore, and is part of the storied Herring Creek Farm, an exclusive 200+ acre enclave of limited residences and a beautiful farm with barns, horses, sheep, cattle and meadows. All a short bike ride to Edgartown and just a 12 minute drive to Edgartown airport. The luxurious six bedroom home, completed in 2023, is designed with walls of glass that frame jaw-dropping views of the pond and ocean. Built by master craftsmen to the highest standards possible, and bespoke interiors, no expense was spared. There is a spectacular three bedroom surf house with outdoor sauna and cold plunge, a workout barn, beautiful walking paths and private beach.

East Sandwich MA Home for Sale

Welcome to Sunset Farm, one of the most spectacular coastal farm properties in all of New England. An unprecedented assemblage of nearly 35 acres provides tremendous privacy, serenity and endless possibilities for relaxation, restoration and outdoor pursuits alike. Enjoy direct ocean access from 80' of private sandy beach ownership on Cape Cod Bay. With sweeping pastoral and water views, this extraordinary retreat features 5 self-recharging freshwater ponds, open fields, beaches, dock, meandering pathways, and thousands of professionally curated specimen trees. A sustainable and custom-built Main House offers efficient living with top of the line appliances and systems, a classic and welcoming front porch with rockers, and a charming screened porch from which to enjoy the seasons and sea breezes. A quintessential red barn and nearby shingled Guest House offer additional accommodations. A once-in-a-generation opportunity to become the steward of this coastal treasure.

Hyannis Port MA Home for Sale

Welcome to Port View, one of New England's most iconic oceanfront properties! Nestled within the exclusive Cape Cod enclave of Hyannis Port, and sited proudly at the helm of the world-renowned Kennedy Compound, this one-of-a-kind coastal home and its famous neighbors have long epitomized a casual but classic American lifestyle. A gated driveway leads past rolling lawns and established landscapes by the legendary Olmstead brothers to reveal an impressive and stately 7 bedroom Main House, with panoramic water views of Hyannis harbor and the Nantucket Sound beyond! The perfect floorplan features large and gracious rooms with tall ceilings and beautiful architectural details throughout, including the fireplaced living and dining rooms, tavern, wood paneled library, sun porches, a third floor game room with mahogany inlay floors, and a widows walk with roof deck. Tremendous outdoor entertaining opportunities surround the large pool, hot tub, firepit and expansive ''wedding lawn'', which overlooks gorgeous dunes and nearly 500' of private beachfront. An icon in every sense, Port View is a pleasure to show, by appointment only.

North Chatham MA Home for Sale

Welcome to Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a thoughtful floorplan includes 5+ ensuite bedrooms and 3 full floors of living spaces, each accessible by elevator. The large family room features a stone fireplace, window seats, coffered ceilings and direct access to expansive deck overlooking the water. A gorgeous chef's kitchen with 14ft island is the heart of the home with top of the line appliances, Wolf range and a pantry. Spacious primary suite with adjacent octagonal office complements this rare coastal offering. Resort like amenities include a lower level game room, sauna, gym, kitchen, cabana, and heated pool with integrated hot tub. By appointment.