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 fenced in 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 21905677

• Single Family
• Village Chatham
• Year Built 1969
• Bedrooms 3
• Bathroom 4

Don't miss out on a once in a lifetime opportunity to own this rare 2.91 acre saltwater front property. The land forms a peninsula between Little and Big Mill Pond with expansive views of both. Located at the end of a private lane, the lovely Contemporary home has water views from every room and a large, wraparound deck for dining and relaxing. On the highest part of the land there are views down to the Mitchell Bridge and beyond. You can build your dream home and use the existing home as your guest house. In addition, it also may be possible to expand the guest house and/or complete the apartment over the garage, which also has beautiful views. A gentle path down to the 880' waterfront, gives you access to boating, fishing, clamming and swimming. After your day in the sun, take a 7 minute stroll into downtown Chatham for dinner at one of the great, local restaurants. Owned by one family for over 50 years, make this beautiful,serene, very private place your own.......a special spot to make lasting memories for generations to come.

Listed by Ellen Aldrich of Compass

MLS Number 22005880

• Single Family
• Village Chatham
• Year Built 1930
• Bedrooms 6
• Bathroom 4

Fox and Crow Point in North Chatham is a truly unique waterfront estate with a private sandy beach, boat mooring and stunning 270 views of Bassing Harbor and the Atlantic ocean. The private drive sweeps into an exquisitely landscaped yard and a fully restored home with spacious additions and exquisite original carved paneling details in many rooms. Light and water views from nearly every room fill this gracious six-bedroom, four bath home with four wood burning fireplaces. The home opens to a foyer that extends to a paneled living room and dining room and a step down to a fabulous contemporary family room with coffered ceilings. The kitchen features a spacious dining area, granite island, and a mudroom with laundry that leads to the two car garage. Above, the master suite with office nook and newly renovated private bath has its own separate stairway. The main stairway landing has a first-floor bedroom and four bedrooms above. Abundant outdoor bluestone patios, outdoor shower, flowering plants and storage shed overlook the waterside. With privacy, spectacular views and beauty abound, this is an unrivaled luxury offering. Available for the first time in 70 years!

Listed by Chris Rhinesmith of Compass

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 an 11-zone hotwater 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 of Robert Paul Properties, Inc.

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 22003237

• Single Family
• Village Chatham
• Year Built 1895
• Bedrooms 4
• Bathroom 7

Originally built in 1895 for Captain Alonzo Irving Doane, this Chatham landmark property retains much of its timeless architecture while undergoing a complete restoration, addition and redesign in the highest standards by Eastward Companies. The stunning four bedroom residence is 4,554 square feet of interior living space with an 18' x 36' luxurious swimming pool surrounded by lushly landscaped grounds. The thoughtful first floor design features a great room with fireplace, a dining room that opens to a covered porch, a chef's kitchen with center island, top of the line appliances, walk in pantry, powder room, a cozy den and a first floor en-suite bedroom. Above, are two ensuite bedrooms and an elegantly designed master suite seamlessly incorporating one of the original historical turrets. The second level is complete with a large family room with a fireplace and full bath. This residence is perfectly situated just steps to Chatham Village, fine restaurants, bookshops, boutiques and a short walk Oyster Pond Beach is the ultimate in elegant coastal living. Please verify all information contained herein. Primary photo is a rendering.

Listed by Chris Rhinesmith of Compass

MLS Number 21906578

• Single Family
• Village North Chatham
• Year Built 2010
• Bedrooms 5
• Bathroom 6

Need a New lifestyle approach? Perfect pandemic escape, Luxury home with 2 home offices, 5 Bed, 2 Rec rooms, elevator on 3 levels with generator, all on 3.5 Acre including a building lot, with room for a pool and guest house. This is a legacy masterpiece, built by skilled artisans and pays homage to Cape Cod style with a modern serene interpretation of natural materials, ie copper roof, bronze, steel, cedar & stone for low maintenance..Smart home technology, electric roller shades and AV systems. Designed for multi- generational living on 3 levels with elevator. A peaceful master suite, Media room, private suites for guests/grandchildren create very comfortable private living areas. Sunny Great room with soaring stone fireplace, beautiful cherry kitchen/ dining is wonderful for entertaining. Stone fountains, decks &bronze pier in trees, sited on 2.54 Acres& includes a 40,000 SF building lot with garage to create a compound opportunity! Unique centerpiece of a 3 story art gallery. Pool and guest house are virtually staged in photos. Gas rad heat, wine cellar, fire pit, generator. Now below assessed value. Shown by appointment. u Tube Video at Phyllis Nickerson Power Channel has the story narrated by the Architect Kenney Nickerson and Builder Steven Nickerson

Listed by Phyllis N Power 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 of EXIT Cape Realty

MLS Number 22002776

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

Seashore Paradise. Your beach is waiting for you. ''This has to be one of the loveliest spots in Chatham!'' Sweeping up close water views from almost every room. Swim, kayak, paddle board all day from your very own awesome beach. Once in a life time opportunity. This 4 Br, 3 Ba house is comfortable and fun. Tennis anyone! Open 1.60 acre private sun washed green lawn setting. Tenants give this special property a 5 Star rating. Land will support a 4 Br Main House and a separate 2 Br guest house. NO DRIVE BYS. Easy to show. Rentals are finished.

Listed by Lee C Ziegler-Prouty of Compass

MLS Number 22002348

• 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!!

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

MLS Number 21908207

• Single Family
• Village Chatham
• Year Built 2009
• Bedrooms 4
• Bathroom 4

Thoughtfully positioned for optimum views and natural light this property offers gorgeous scenes of Stage Harbor, SW, the tidal marsh across the street and views of the Atlantic to the east - Seller will respond to All offers on this lovely property.The abundance of glass allows for natural light in tandem with an open floor plan on all 3 levels. All four bedrooms have views as does the living room, kitchen/dining room and two very large rooms in the lower level. Plenty of space for families and overflow.The property was constructed in 2009 and built to ''post Katrina'' standards that the insurance mandated. This means extra tie-downs from foundation to roof and extra-strong windows.This property has a very strong summer rental background with PAR.The Stage Island Assoc.includes a deeded private beach. Easy access for swimming, kayaking and clamming in front of property and across the street.A new revetment has been installed as of 2019. New Boiler 2020.Two motor boats, a Vespa, Kayaks and Furniture are negotiable. Information contained herein is considered reliable but not guaranteed.

Listed by Trudi D Burrows of Compass