Chatham Luxury Homes $1M+

MLS Number 22200926

• Residential
• Parking Spaces 20
• Half Baths 1
• Full Bath 5
• Bathroom 6

One of the finest oceanfront properties to exist in all of New England, ''High Scatteree'' sits proudly on nearly 3.7 acres and is sited to enjoy absolutely commanding water views. Behind tall and established hedges for the ultimate in privacy, a winding gravel drive welcomes guests to the classic shingle style Main House which offers 7 bedrooms, 7 fireplaces and a thoughtful floor plan ideal for comfortable family living or grand entertaining alike. Surrounded by meticulous lawns and gardens, a clay tennis court is found nestled on the park like grounds which include a personal arboretum of specimen trees. A 2 bedroom Guest House overlooks an award winning seaside rose garden, while steps to a private beach, deep water dock, and boathouse complement the property's many resort-like amenities. Updated and expanded several times by top builders and craftsmen, this once-in-a-lifetime property blends timeless architecture and current finishes with modern systems and infrastructure.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

MLS Number 22300106

• Residential
• Parking Spaces 15
• Bathroom 6
• Bathrooms Total Decimal 6
• Bedrooms 8

Magnificent eight bedroom mansion from days gone by designed by Architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of sandy private beach described by an article on CNN as ''one of the top 9 secret beaches in NORTH AMERICA''. Three acres of land has room for expansion, a guest house, a pool, and/or a tennis court. A true forever, family compound within an easy walk to downtown Chatham or Chatham Bars Inn. Must see the whole property, inside and out, to fully appreciate the surroundings, the privacy of the three acres, the 300 feet of beach, the eight bedrooms, the six fireplaces, and the miles of views to the north, south, and east. And what a spectacular, one of a kind property owned by the same family since the 1940's. Opinion of some people in town is that this is the nicest property in Chatham......You decide......

Listed by John B Burke and Ward H Brown,III of William Raveis Real Estate & Home Services

MLS Number 22202441

• Residential
• Parking Spaces 2
• Bathroom 7
• Bedrooms 5
• Full Bath 5

Just a 1/2 mile from charming downtown Chatham lies a spectacular estate at 43 Morris Island Rd. Overlooking the Atlantic Ocean, this compound sits 23 feet above sea level with commanding, unobstructed views of the Atlantic Ocean. There are over 1.6 acres of manicured lawn and landscaping plus acres of sand dunes making this the best of Cape Cod beachfront living. The main house has over 5,100 square feet and was designed by renowned architect Kent Duckham. There are expansive views of Lighthouse Beach, North Beach, and the ocean from every room on the first and second levels. Upstairs there is a special sitting room and balcony to enjoy the ever-changing landscapes. The second level also includes a 440 sq. ft. light-filled art/studio with great views of Chatham Light to the north and Monomoy island to the south. In the lower level, there is a 1,000 bottle wine cellar, a theater, and a gym. In addition, there is a sweet gem of a guest house, just steps from the main residence. Please see Clark Engineering's report and Boxbrownie's rendering for an inground pool looking out over the dunes.

Listed by Jeffrey S Marcus of Sotheby's International Realty

MLS Number 22301766

• Residential
• Full Bath 2
• Bathroom 3
• Half Baths 1
• Bathrooms Total Decimal 2.5

Set on a south-facing lot protected from the ocean, this Chatham escape will afford its new owners views of the Oyster Pond and a mile long stretch of Oyster River. Almost as striking is its history: it is the former working farm of Chatham Bars Inn. Owned by the same family for over 70 years, the estate could accommodate an additional 4-bedroom structure and possibly a pool bringing back the tradition of families summering together on the shore. Arrive by winding drive to the main home, built in 2004. Plentiful windows allow you to enjoy the sights with your morning coffee. A finished basement, 2 car garage and a separate barn with a garage and workshop provide ample space to store your beach gear. Watch boats drift by from the wrap around deck, spot waterfowl and church steeples in the distance, gaze at the fireworks on New Year's Eve, and see the sunset to the tune of lapping waves. Water ski, paddle down the river to Nantucket Sound, or shop in town center, which is minutes away.

Listed by Rick Smith of Gibson Sotheby's International Realty

MLS Number 22302087

• Residential
• Parking Spaces 8
• Bathroom 10
• Bathrooms Total Decimal 8
• Bedrooms 5

Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five ensuite bedrooms. The airy living room has a stone fireplace and window seats, that offer vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym and sauna. The lower level opens out to the pool and spa and includes a family room and kitchen.

Listed by Tim/Becca Team Great Oak of Realty Executives

MLS Number 22107120

• Residential
• Parking Spaces 15
• Bathroom 10
• Bathrooms Total Decimal 8.5
• Bedrooms 10

Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and approximately 8000 square feet of living space on 3 main levels, with a grand main foyer and cantilevered staircase. The lower level includes a speakeasy bar and playroom. North and south wings of this single family home provide separate quarters for guests or family-each with 3 bedrooms, living areas and kitchens. A Chatham landmark, ''The Beechwood'' reflects unparalleled architectural detail, craftsmanship and timeless charm-perfect for large family gatherings of multiple generations under one roof.

Listed by John C Ricotta and Timothy P Bailey of John C Ricotta & Assoc.

MLS Number 22301578

• Residential
• Full Bath 6
• Bathrooms Total Decimal 6.5
• Bedrooms 5
• Half Baths 1

This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen that leads to a separate second floor ensuite bedroom above the garage. The main stairway leads to a magnificent master suite, a third en suite bedroom and a bookshelves sitting area. The lower level features two more ensuite bedrooms facing the sea. The grounds are mesmerizing with mature trees, native plants and paths to the sea.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

MLS Number 22300820

• Residential
• Full Bath 3
• Bathroom 3
• Bathrooms Total Decimal 3
• Bedrooms 5

Welcome to 95 Tisquantum, the spectacular beachfront property ideally located on Chatham's coveted Morris Island. Sited on a large and level piece of land with commanding ocean views, the existing five bedroom mid century modern has long been admired by passing walkers and boaters alike. Enjoy the home in its current iteration, or reimagine the possibilities for expansion or rebuilding with conceptual designs by famed architect Patrick Ahearn. The property features direct stairs to an expansive private beach while a large front yard provides ample space for lawn games and endless summer fun. Surrounded by nature, and just moments from the serene Monomoy wildlife sanctuary, 95 Tisquantum blends privacy and proximity so seamlessly while being just a short distance from Chatham's quintessential Main Street. A pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

MLS Number 22205347

• Residential
• Bathroom 5
• Half Baths 1
• Full Bath 4
• Bedrooms 6

Perfectly sited on 1.4 acres directly on Oyster Pond River, this spectacular waterfront six bedroom property overlooks one of Chatham's most coveted vistas of the iconic Stage Harbor Lighthouse. From every vantage point, there are sweeping views of the waterfront with beautiful sunsets, swimming, clamming and relaxing at the beach right outside your door. Built in 1938, this property has been occupied by the same family for 70 years and opens the possibility to start a new family legacy in an unmatchable setting. Renovate or rebuild - the home is outside the flood zone. The current residence has a classic old fashion Cape Cod charm with some updates. This is a very special location with easy access to both the Atlantic Ocean and Nantucket Sound.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

MLS Number 22204503

• Residential
• Parking Spaces 5
• Bathrooms Total Decimal 3
• Bathroom 3
• Full Bath 3

Your very own paradise in Chatham in exclusive Eastward Point Assoc. 180 degrees of beautiful waterfront views. Sandy beach on Pleasant Bay and association dock on Crows Pond. This 5 bedroom 3 bath home is positioned beautifully on the lot and takes in all the views from Pleasant Bay, Chatham Harbor and Bassing Harbor with boating access to all as well as Ryder's Cove Marina and out to the Atlantic. Primary bedroom on the first & second floor. Whole house generator. Make an appointment to see this fabulous property designed and built by the well renowned Horace F. Reynolds.

Listed by Judith L Smith of John C Ricotta & Assoc.

MLS Number 22301293

• Residential
• Bedrooms 4
• Bathroom 7
• Bathrooms Total Decimal 6
• Full Bath 5

A coastal lifestyle awaits in this impressive family home. Gracefully positioned on a quiet cul-de-sac with water views from nearly every room of both Oyster River and a shimmering pond. Built by Eastward Companies, the house was featured in Cape Cod Home with a large spread detailing the interior design by Nautique, displaying its playful sophistication and effervescent accents. Elegant grasscloth and striking wall covers are injected with surprise accents and bursts of vibrant color most evident with the custom painted stairway runner off of the mudroom. The open and flowing layout comprises a great room with dining area and adjoining family room. The chef's kitchen, large island and butler's pantry opens to a mudroom and laundry room. An impressive primary suite wing offers an elegant bath with a soaking tub and a sitting room that opens to a fenced in yard and water's edge. Above are three view-filled en suite bedrooms, bonus room and a convivial light-filled family room with fireplace and outdoor living room perfect for entertainment and wildlife watching. The lower level features an entertainment retreat full of personality. This Cape Cod sanctuary is unmatched.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

MLS Number 22300965

• Residential
• Parking Spaces 20
• Bathroom 8
• Bathrooms Total Decimal 7
• Bedrooms 7

PRIVATE EXCLAVE / FAMILY COMPOUND - NEW CONSTRUCTION. Two detached luxury single-family homes with a large saltwater pool & hot tub in-between them or choose two separate pools. Act soon to define your optional preferences for pickleball/tennis. Or perhaps you prefer an outdoor kitchen shaded by a pergola next to the fire pit. This 1.41-acre lot level has room for all these features and more. Minutes from beaches. Direct rail trail access completes an ideal package for active families. Consider the possibilities! One home for Mom/Dad and another for Son/Daughter and the grandchildren/cousins to share. Total of 7 bedrooms, 6 baths and 2 half-baths, 2 offices and 5,650 square feet total. Each stand-alone home has a well-appointed Kitchen with Thermador appliances. Strong turn-key rental quotes available that offset cost of ownership if you want to rent when family not visiting or living permanently. The Family Compound solves the ''crowded-to-cavernous'' dilemma of not enough room sometimes, and a larger empty nest with too much room & upkeep at other times. Also listed as part of MLS 22300954. See attachments.

Listed by David Dowd of Keller Williams Realty Boston-MetroWest