Chatham Luxury Homes $1M+

MLS Number 22100597

• Single Family
• Village Chatham
• Year Built 2001
• Bedrooms 8
• Bathroom 10

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 7 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.

Listed by Brian W Dougherty of Compass Massachusetts, LLC

MLS Number 22100909

• Single Family
• Village Chatham
• Year Built 1973
• Bedrooms 6
• Bathroom 9

Once in a lifetime! For those seeking privacy and the ultimate in luxurious living...Spectacular panoramic ocean front property set on almost 3 acres of rolling hills amidst tranquil surroundings and in the private neighborhood of Quitnesset on Morris Island. Completely renovated in 2017 by International Builders with renown decorator Ally Coulter to capture ocean views from all rooms. Boasting soaring 20' ceilings, the first floor lends itself to gracious entertaining spaces with 3 gas fireplaces, floating custom staircases & high-end custom finishes. Poggenpohl custom designed chef's kitchen complete with Wolf steam stove & state of the art subzero appliances plus beverage center & wine frig, with beautiful white glass flooring & quartzite counter tops. 6 bedrooms with en suite baths. 8 baths, total, gym w/bath, studio apartment & tennis court. Start your day enjoying incredible sunrises, bird & seal watching, along with magical stargazing all year long from around the fire pit & waterside decks. Future expansion includes two pool sites and additional outer building. Walk or bike ride into the quaint center of downtown Chatham. Create family memories in this magnificent estate

Listed by Trudi D Burrows of Compass

MLS Number 22101170

• Single Family
• Village Chatham
• Year Built 1940
• Bedrooms 4
• Bathroom 4

This private family home has been making memories for five generations. Largest residential property in Chatham, 20 acres of waterfront land on the Oyster Pond improved by a charming Antique Cape. Wonderful views of Oyster Pond and the steeples in Chatham. Home has four bedrooms, each with it's own bathroom, front to back beamed living room with fireplace and a ''good morning'' staircase leading to two bedrooms upstairs. It has been meticulously maintained although invites updating. A two car garage plus workshop and dog run are adjacent to the house. The property affords total privacy and to ensure it a conservation easement has been placed on 15 acres and the remaining 5 acres is unrestricted and would allow significant improvements and amenities. There is a maintained path leading to the water and catwalk for swimming and boating access. Truly a ''one of a kind property'' .

Listed by Ward H Brown, III of William Raveis RE & Home Serv.

MLS Number 22006585

• Single Family
• Village Chatham
• Year Built 2019
• Bedrooms 5
• Bathroom 10

Wake up every morning to the Cape lifestyle you've always imagined. Start your day with a hearty workout in the lower level gym, followed by breakfast on your expansive deck overlooking Crows Pond. Prepare to work from home in the luxury of your spacious and quiet office area. Enjoy afternoon relaxation by the pool or hop in your boat awaiting you at your private dock for a cruise around Pleasant Bay. This impressively designed residence offers a sophisticated coastal feel, with open, airy rooms, remarkable views of Crows Pond, Eastward Ho and Pleasant Bay. All three levels offer the ultimate in flexibility and the convenience of an elevator makes daily living and entertaining even easier. Attention to detail and thoughtful custom touches are evident in every room in of the home. 558 Fox Hill is a sanctuary of privacy, leisure, comfort and restoration for you and your loved ones for years to come...

Listed by Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22004450

• Single Family
• Village North Chatham
• Year Built 2003
• Bedrooms 5
• Bathroom 7

EXTRAORDINARY Shingle-style waterfront with breathtaking Chatham Harbor and Atlantic Ocean views. Dramatically positioned on the east coast of Cape Cod, this stunning 11-room manse is superbly designed and crafted with intelligence, grace and luxury to offer shelter of the highest order. An expansive open floor plan with walls of windows captures nature's panoramic and ever-changing coastal views. Flawlessly and luxuriously executed, it features soaring coffered ceilings, luscious millwork, rich architectural detailing, and top-line finishes, fixtures, appliances, and systems throughout.The living area with imported fireplace surround and adjoining dining area form the home's centerpiece, physically and visually opening to an extensive porch overseeing ocean's majesty beyond. This central area is anchored by an expansive fireplaced drawing room and wood-paneled library (ensuite) to the west, and a fabulous gourmet kitchen to the east. The second level features an opulent master bedroom suite, second bedroom ensuite and a book-case, lined landing/sitting area. The walk-out lower level hosts two generous ensuite bedrooms with gorgeous water views, while guest quarters featuring a private entry and lovely water views comfortably accommodate extended family and guests. Systems throughout are of prime quality, including radiant heat on the lower level and an 11-zone hot water heating and central air conditioning system with individual room air handlers. Abutting conservation land, the grounds are adorned with towering trees and flowering coastal gardens and lawns surrounding a natural stone-lined pool and adjacent pool house. Unparalleled luxury with fabulous front-row views of Chatham Harbor and the Atlantic.

Listed by Fran I Schofield and Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 21904615

• Single Family
• Village Chatham
• Year Built 1940
• Bedrooms 9
• Bathroom 6

Fabulous waterfront family compound with 2 separate parcels.This in-town location on the Oyster Pond has over 160' of frontage and three homes with 2 stairways to the Oyster Pond. One parcel, containing 30,720 sf known as 100 & 100A Oyster Pond Furlong which is a main house with 3 bedrooms and 3 baths & a 2 bedroom 1 bath carriage house with a 2 car garage. The second parcel, containing 16,117 sf known as 98 Oyster Pond Furlong has 4 bedrooms and 2 full baths. Enjoy this waterfront estate from all that summer has to offer to ''First Night'' fireworks over the calm waters of Oyster Pond. This picturesque site with access to Nantucket Sound and the Atlanticis full of possibilities. Swimming, sailing, kayaking awaits you at this incredible property. PLEASE NO DRIVE-BYS!

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

MLS Number 22008337

• Single Family
• Village Chatham
• Year Built 1790
• Bedrooms 5
• Bathroom 3

Nestled in a four acre secluded bucolic setting on the shores of Pleasant Bay with views of Strong Island, the Chatham Bar and the Atlantic beyond, sits a beautiful antique homestead built in 1780 as part of the Isaiah Nickerson Farm.The dwelling has been owned, loved and enjoyed by the current owners since 1977, with only two previous owners since 1780.There are few properties like this left on the Cape, where the only sounds you hear are those of nature, the gentle splashing of waves and the muted sound of passing boats.There's an outdoor shower to wash away the sand and salt after a day on the beach, which is steps away.The inside of this farmhouse tells stories of its own with three fireplaces, which were the house's source of warmth during the 17 and 1800's and a central chimney that anchors its antiquity. Perhaps the best part of this 5 bedroom, 3 bath home is its protection from the ascending waters due to global warming. Renovate, add on or design a structure of your own, this property is one of the most beautiful and private settings left on the Cape.

Listed by Mary Ann Yarmosky of Compass

MLS Number 22101746

• Single Family
• Village Chatham
• Year Built 2004
• Bedrooms 5
• Bathroom 5

Waterfront on Oyster Pond.. Sweeping views of Oyster Pond looking with distant views of downtown Chatham. Boating access to Stage Harbor and Nantucket Sound.This home is has an open plan with spacious rooms for elegant living and privacy. The home includes 2 master bedrooms,one on each level, en suite master baths. with matchless views from every room. Floor plans include 2 living areas, one on each floor for expanded family gatherings. Grounds are professionally cared for and the water facing patio offers more of the unique view. Deeded Rights To Oyster Pond giving you access to salt water boating on the Oyster Pond, Oyster River, Stage Harbor and Nantucket Sound. A truly marvelous property ready for occupancy. Furnishings are included subject to specific exclusions. This is an escape to nature at its best. (Note: Some interior photos in Listing Sheet are virtual staging photos) Great rental history. Please note that Chatham has one of the Lowest Tax Rates in Massachusetts!! Outstanding Rental History.

Listed by Harry M Cutts of William Raveis RE & Home Serv.

MLS Number 22003110

• Single Family
• Village North Chatham
• Year Built 1800
• Bedrooms 3
• Bathroom 2

Located in iconic North Chatham, this sea captain's home overlooks the Atlantic Ocean, Pleasant Bay and Chatham Inlet. Boasting one of the best views on Cape Cod, enjoy your morning coffee on the patio watching the sun rise out of the Atlantic. Aptly named Spindrift, the house was originally built in the early 1800s by William Nickerson, Chatham's founder. Travel back in time to Chatham's historic seafaring days. Spindrift offers an unusually warm and inviting atmosphere with beautiful original wide plank floors, graced with rustic fireplaces, including an original beehive oven. As new owners, you may restore Spindrift to her former glory, or create your own history by building the home of your dreams. With 1.3 acres for expansion, take advantage of the 48 foot elevation to create your dream, surrounded by natural beauty and stunning water views. With Spindrift's proximity to downtown Chatham and Chatham Bars Inn, enjoy shopping, fine dining and entertainment at your fingertips! Outdoor enthusiasts will enjoy some of the best fishing on the Atlantic, or taking out your sea kayak to explore the numerous inlets and coves. Create your own piece of Chatham history withSpindrift! With 4 bedrooms and 3 bathrooms, this home offers a warm and inviting atmosphere that is sure to please. Built in the early 1800's, new owners can keep the house as is, restore it to its former glory or create their own history by building the home of their dreams. With potential to build and expand, new owners can take advantage of the elevation to create a home surrounded by natural beauty and stunning water views. Located a mile and a half outside of Downtown Chatham, you can enjoy shopping, fine dining and entertainment at your fingertips! Steps down the road, you will find Cow Yard Beach located on Pleasant Bay, just north of Tern Island and Aunt Lydia's Cove. Area residents can moor their boats nearby and have direct access to the Atlantic Ocean via Chatham Harbor. Outdoor enthusiasts will delight in taking out their sea kayak or paddle board to explore the inlets and coves long the shore. Nestled off Old Harbor Road, this neighborhood is known for its stunning views of the water and is graced with many historic homes that were built during Chatham's maritime days. Handed down through generations, Sprindrift House is now available for you to create your own piece of Chatham history!

Listed by David J Dubuque and Adam Rouillard of EXIT Cape Realty

MLS Number 22006850

• Single Family
• Village Chatham
• Year Built 2021
• Bedrooms 4
• Bathroom 6

Nestled on a quiet lane within steps of Chatham Village, Chase Park and Oyster Pond Beach, this soon to be built Eastward Companies property offers impeccable in-town living. The home is designed with the finest craftsmanship and blends a classic Eastward Companies design comprising an open plan layout, the finest craftsmanship, and abundant light radiating through each room. Thoughtfully designed for a flexible family lifestyle, there is a great room with a gas fireplace, a state of the kitchen with center island and wet bar, eat-in dining area, butler pantry, mudroom and half bath. The main level also accommodates a formal dining room and den with an attached full bath. Above are four en-suite bedrooms - all generously sized. Wood floors gleam throughout with lovely details like coffered ceilings and built-in bookshelves. Outdoor and indoor life integrate the home with a main level screened porch with upper deck and a beautifully landscaped yard with pool.

Listed by Chris Rhinesmith of Compass

MLS Number 22008379

• Single Family
• Village Chatham
• Year Built 2011
• Bedrooms 4
• Bathroom 4

Situated on over an acre of picturesque grounds and walking distance to Chatham Village, the Fish Pier and CBI, this beautiful home comprises 4,225 s.f of open concept living. Designed with a coastal appeal that blends classic and contemporary craftsmanship, the home features wood accents through cabinetry, built-ins and ceiling beams to accentuate a nautical feel. The main level boasts a great room with a wood burning fireplace, a striking chef's kitchen with top appliances & center island and is adjoined by an eye-catching built-in dining area. This light-filled room opens to a portico covered outdoor living room with firepit, wood burning fireplace and cooking area that overlooks manicured lawns, outdoor shower - and could accommodate a pool. The main level is complete with a dining room, den, laundry and mudroom that accesses a two car garage. Above is a sumptuous master suite with walk-in closet and outdoor deck, two additional bedrooms with baths and a second floor living room for family spillover. The standout feature of the second level is a coastal designed double sized fourth bedroom with built-in bunks inspired by a love of boating. The home overflows with charm.

Listed by Chris Rhinesmith of Compass