Chatham MA Luxury Homes

Search currently listed luxury homes for sale in Chatham, MA. Find a variety of properties in this ideal Cape Cod town. Save your favorite properties and save this search by creating an account with us. Once you do, we'll send you property updates and when new listings become available. You'll be the first to know!

Luxury Real Estate in Chatham

If you have any questions or want to see some properties in person, give us a call or contact us online!

65 Morris Island Chatham MA 02633

Chatham, MA65 Morris Island Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 22007059

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1804
  • Bathroom 4

Classic Oceanview Compound, with a coveted Chatham address. Joshua Nickerson picked this Coastal Bluff to build upon in 1804. For over half a century, it's been upgraded, and loved, by just one lucky family. The Main House offers a modern interior with three distinct levels. Three private bedrooms and baths. As the sun sets the Lighthouse views from the first floor bedroom calm. An Upper level primary suite is all yours with major Ocean views, vaulted ceilings, a breezy balcony, walk-in closet, Corian & tile Bath with Jacuzzi and separate Shower. The Lower level Bedroom has natural light, high ceilings and a full bath. Kids love the large family room with bunks, games, plus sliders to a private patio garden. A Garage under with added storage.The Corian & Stainless Kitchen is open and cheery. Ocean-view Dining and Living rooms lead to a glorious 550+ sq. ft. rear Deck and Gardens beyond. Add to all of this ''The Barnacle Cottage''- A sweet, complete separate dwelling. Delicious Beach Plums thrive on your path to the pristine sandy Beach. A true-value. Offered by ready Sellers at $345,000. below town valuation, and just above the worth of the land alone. Opportunity knocks.

Listed by Thom F Schoepfer of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

71 Stage Harbor Chatham MA 02633

Chatham, MA71 Stage Harbor Road

Price$3,349,000

Est. Mortgage: $/month

MLS Number 22006906

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2000
  • Bathroom 4

It feels like home.... That's how you will feel as you meander up the windy and private driveway to this perfect Chatham oasis. Put your feet up and relax on your oversized wrap around front deck while taking in all the wonderful sights and sounds of Cape Cod summer living, all the while breathing in the fresh breezes and marveling at your glorious views of Oyster Pond. Stay there till the sun sets, and then retreat indoors while still enjoying the views from almost every room in the home. Let the kids and dogs play freely in the privacy of your perfectly landscaped fenced in back yard while you soak in the hot tub and enjoy family barbeques. When the weather brings you indoors, spread out easily in the multitude of living spaces both upstairs and down. The ideal house for entertaining your family and friends as you spend the day taking advantage of your deeded rights to leave kayak/canoe at Oyster Pond, swim all day, and then bring the gang home to an open floor plan and butler's pantry for those family feasts. Or, stroll into to town only steps away for all your shopping and dining pleasure. Start living the Chatham dream you have always imagined...

Listed by Team Guthrie - Mabile of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

47 Capri Chatham MA 02633

Chatham, MA47 Capri Lane

Price$2,095,000

Est. Mortgage: $/month

MLS Number 22006901

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1957
  • Bathroom 3

Boat lovers take note! This stunning waterview property in a coveted Chatham location boasts deeded access to Oyster Pond and a neighborhood mooring field. Seller has two moorings, one with a floating dock.The home's renovated coastal interior boasts sundrenched open-concept living areas throughout and plenty of space, including a first-floor office, for telecommuting! A private backyard with firepit completes this perfect property close to the Loop and downtown. Don't delay!

Listed by Christa Zevitas of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Lady Slipper Chatham MA 02659

Chatham, MA3 Lady Slipper Lane

Price$1,679,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22006881

  • Single Family
  • Village South Chatham
  • Year Built 1983
  • Bathroom 4
  • Full Bathrooms 3

A study in perfection! Set on a private lane a short walk to famed Nantucket Sound beaches, this exceptional water view home offers shelter of the highest order. Intelligently designed, masterfully crafted and exquisitely appointed, the home exudes quiet sophistication & superior quality appealing to the most discerning buyer. Quietly and privately set amidst an understory of trees, above the flood zone, and with sheltered views of Red River creek and marsh, the home is a nature-lover's paradise. Enjoy the sun, moon, stars and ever-changing tides from interior living spaces or wrap-around decks and screen porch.The residence features an open floor plan with a masterfully designed great room as its centerpiece. Dramatic, oversize black- framed (Pella Architect Series, Impact) picture and transom windows admit sunshine, water views, and nature's beauty. High, V-groove and beamed ceilings, custom millwork and wood-burning hearth warm the space. The room is framed by tapered pillars and accented by custom trim and built-ins.The chef's kitchen--designed by Kotzen Interiors of Wellesley (MA)--is a marvel of form and function. Professionally designed and equipped, it features a swirling granite countertop and center island, top-line appliances, and custom cabinetry with pullout shelves and soft close drawers. A commodious pantry, mudroom, and powder room--connecting with deck, outdoor shower and garage--adjoin. Lustrous quarter-sawn oak floors unite and warm all main rooms. To the west, two ensuite bedrooms are privately set off from the home's more public spaces. The master bedroom suite includes dramatic picture windows and sliders opening to the mahogany, cable-railed deck, offering physical and visual access to the outdoors. A spa-quality bath and walk-in closet complete the space. Adjacent is a second ensuite bedroom with spacious closet and beautifully detailed bath. The walk-out lower level--artfully connected by a graceful curving staircase--hosts a family room, office/exercise room, bedroom, full bath, and laundry. The family room is a wonderful spot for media, entertaining, and relaxation, and features custom built-ins (including two ingeniously crafted Murphy beds that children and adults will love). The room opens onto an extensive screen porch overlooking tidal saltmarsh. A generous third bedroom and full bath complete this floor. Whole-house generator, Level II charging station, high-efficiency HVAC systems, security system, invisible dog fence for Fido...simply everything you could want, need, or desire.. and more. Minutes to downtown Chatham and Harwich Port Village, marinas, golf, walking and bike trails, galleries, shops and restaurants, the home enjoys easy access to Cape Cod's most desirable scenic, recreational, and cultural venues. An incomparable gem in a beautiful setting.

Listed by Fran I Schofield of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

41 Lady Slipper Chatham MA 02633

Chatham, MA41 Lady Slipper Lane

Price$1,850,000

Est. Mortgage: $/month

MLS Number 22006812

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1978
  • Bathroom 4

Simply stylish, and sophisticated comfort is what you will experience in this open, bright and spacious home. This thoughtfully designed residence offers one floor living sweeping views and plenty of room for extended family and friends. Relax on the expansive deck or curl up to by one of the two fireplaces and take in the stunning marsh and distant ocean views. Custom craftsmanship and expensive finishes and details throughout. There is an abundance of flexible living spaces including a well appointed private home office and fitness room with even more views. Ideally located between Harwich Port and Downtown Chatham, and just a short walk to Red River, Forest Beach, and Pleasant St Beaches.

Listed by Team Guthrie - Mabile of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

27 Shattuck Chatham MA 02633

Chatham, MA27 Shattuck Place

Price$3,499,900

Est. Mortgage: $/month

MLS Number 22006850

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2021
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

331 Main Chatham MA 02633

Chatham, MA331 Main Street

Price$2,295,000

Est. Mortgage: $/month

MLS Number 22006844

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1800
  • Bathroom 4

Boasting a prime location in the heart of Chatham Village and a short walk to Lighthouse Beach, this lovely residence is a blend of charm and elegance. Originally built in the 1800's, the home has been with this current family for 35 years and undergone a thoughtful renovation with Polhemus Savery DaSilva in 1999. The gracious floor plan spans three levels with 6 bedrooms, 3 1/2, baths and multiple living spaces. The front entry opens to a foyer and stately living room with high ceilings and a fireplace with original details. The dining retains old world charm and has an adjoining office space. The primary living areas are in the rear of the home, updated and sunlit, with expansive windows and includes an ensuite bedroom, an open layout updated kitchen and family with fireplace and sliding doors to a delightful deck. Above three bedrooms, one of which is a view filled master suite with french doors to a deck overlooking marsh and Little Mill Pond, overflow space is ample; the lower level also has two bedrooms and a full bath. This unique property is a 3/4 acre on two parcels that is not builable, but provides a unique in-town privacy and preserved vistas.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

156 Chatham Bars Chatham MA 02633

Chatham, MA156 Chatham Bars Avenue

Price$2,095,000

Est. Mortgage: $/month

MLS Number 22006699

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1827
  • Bathroom 4

Exceptional Location! Nestled in the ''Sweet Spot'' of Chatham, steps to the beach at Claflin Landing, downtown for shopping and dining, golf at Seaside Links, and Chatham Bars Inn, this simply exquisite 1827 classic is gently tucked behind privet hedges and well tended Cape gardens. Brimming with history, and a lovely tribute to days gone by, the first floor features two living rooms, two dining areas, lovely wood fireplaces, kitchen and living rooms set for comfortable entertaining. The five bedrooms include two masters with ensuite baths, hardwood floors, two twisted staircases. Enjoy the outdoors sitting on the brick terraces, overlooking rolling lawn of .38 acres with access to Bay Lane, one car garage and potential for a pool. The house upgrades include additions, baths, air conditioning electrical and irrigation. Excellent rental history, and offered for sale with most furnishings. Please verify all information contained herein.

Listed by Barbara P Garside of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

558 Fox Hill Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,495,000

Est. Mortgage: $/month

MLS Number 22006585

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2017
  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

24 Andrew Mitchell Chatham MA 02650

Chatham, MA24 Andrew Mitchell Lane

Price$3,600,000

Est. Mortgage: $/month

MLS Number 22006661

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 2003
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than SeasCape Realty, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor SeasCape Realty, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated October 22, 2020. All properties are subject to prior sale, changes, or withdrawal.

SeasCape Realty, Inc. has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.