Chatham Luxury Homes $1M+

MLS Number 21908223

• Single Family
• Village Chatham
• Year Built 1960
• Bedrooms 5
• Bathroom 6

This extraordinary waterfront estate is one of the most significant properties to come to market in Chatham. Set on 7.75 acres and abutting 20 acres of conservation, the residence offers 300 feet of waterfront footage, a deep-water dock, Pebble-Tec pool, fountain and an impeccable Oyster Pond River setting that is just a short stroll to Chatham's Village. The multi-roomed renovated estate comprises 5 BR 5.1BA with 3 fireplaces, custom kitchen with Aspen wood cabinetry, first floor master suite and views from nearly every room. The estate surprises with a whimsical two-story ''tower'' radiating light that connects to a dramatic lounge with soaring beamed ceilings, state of the art projection systems, billiard room, kitchen, and full bath. Full amenities available upon request.

Listed by Chris Rhinesmith of Compass

MLS Number 22006585

• Single Family
• Village Chatham
• Year Built 2017
• 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 Robert Paul Properties, Inc.

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 Robert Paul Properties, Inc.

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 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 22002776

• Single Family
• Village North Chatham
• Year Built 1964
• Bedrooms 4
• Bathroom 3

Launch your life on the water. Awesome water views and privacy. Swim, kayak, paddle board, boat and fish from your very own sandy beach. Play tennis on your own tennis court. A wonderful 4 Br, 3 Ba family home awaits with views from almost every room. Open kitchen, family room and dining area, 3 decks and a wide open sun washed lawn setting. Rare opportunity to purchase in an old estate neighborhood. Outstanding summer rental property. Now easy to show. Spectacular opportunity . NO DRIVE BYS, PLEASE.

Listed by Lee C Ziegler-Prouty of Compass

MLS Number 22008352

• Single Family
• Village Chatham
• Year Built 2021
• Bedrooms 5
• Bathroom 5

Beautiful New 5 bedroom 4 1/2 bath Classic Shingle Style home located on fabulous 1+ acre saltwater view lot on Fox Hill Road in Chatham! Along with rights to a private dock on Crows Pond. Thoughtfully constructed by Minglewood Homes, Inc., with over 4600 square feet of living space and open floor plan on 3 levels. With room for a pool, the property is within short walking distance of Eastward Ho! Country Club and the Chatham Yacht Club. Truly a unique opportunity not to be missed and still time for the new owner to personalize this impeccably constructed home . Scheduled for completion Summer 2021.

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

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 22001210

• Single Family
• Village North Chatham
• Year Built 2002
• Bedrooms 4
• Bathroom 4

Not very often does a property become available that offers so much. This direct waterfront home along with its large boat house is a true Cape Cod charmer. This expansive residence has a noteworthy setting with panoramic water views of Ryder's Cove, a rolling lawn down to the water's edge, and a boathouse/art-studio/workshop to the side of the property for kayaks, swimming and boating equipment. Most rooms of the home provide intriguing water views whether it be wildlife or boats resting on their moorings. Thoughtfully positioned to take full advantage of the view and light, this 4,100 sq. ft home has 3 levels of living. Highlights of the first floor include an expansive living room overlooking a veranda, and a bright kitchen and dining area where views from these rooms are an easy distraction. A first floor master suite, exceptional office, pantry and half bath finish off that level. Below is a recreation room ideal for the fitness enthusiast and a hobby room for the tinkerer. The second floor features another master suite, and third bedroom both with stunning views. Over the garage is a media room. A 2 car garage, lawn irrigation, and central a/c complete the picture. Please note that this home has been built with careful consideration using the finest of construction methods. Details are happily provided to interested parties

Listed by Doug Grattan and Carol O Blair of Chatham Properties Group

MLS Number 22007382

• Single Family
• Village Chatham
• Year Built 1850
• Bedrooms 4
• Bathroom 5

A hidden oasis in the heart of Chatham Village and just steps to Lighthouse Beach. Sited on .57 acres of green lawns, this ''Urban Farmhouse'' is a breath of fresh air. Spectacular family compound includes 4BR 1800's farmhouse that was recently updated with a new kitchen with island and Miele appliances, a/c splits, updated bathrooms, in ground heated pool and adjacent pool house with steam shower and sauna. Still boasting many of it's original details and feel, the farmhouse has a great vibe and offers potential for future expansion. Rare to find a home so centrally located in Chatham's oldest village with so much room and privacy. Enjoy as is or as a large lot to craft your signature residence... Subject to seller finding suitable housing. Easy to show.

Listed by Lori L Fanning Smith of Compass

MLS Number 22006661

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

A custom built North Chatham estate built by James Gable of Gable Building Corp. Sited on 1.54 acres of private grounds & bordered on two sides by conservation for maximum privacy, this luxurious residence offers a stately 5,700 square foot main house, heated 2-car garage, beautifully appointed detached 2-bedroom guest house over an additional 3-car garage, an in-ground heated pool with pool house, patio, multiple decks and deeded access to a private association beach to swim or moor your boat. The open concept first floor features multiple living & dining spaces, a cook's kitchen w/maple cabinets, granite counters, generous pantry & high-end stainless appliances, a hip bar and a master suite w/private deck & hot tub, master bath w/dressing room & tiger maple closets. The walk-out lower level boasts a media room, complete gym, 1,000 bottle wine cellar w/tasting room & beautiful stonework and room for overflow. The mature landscape abounds with mature gardens & an apple orchard. Would be a perfect family compound and is an extravagant get-away!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

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