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Chatham, MA Homes for Sale

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  • 19 Stoughton Ln, Chatham, MA 2633
    19 Stoughton Ln, Chatham, MA 2633
    19 Stoughton Ln, Chatham, MA 2633
    /18

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    19 Stoughton Ln, Chatham, MA 2633

    Here is your chance to own a slice of seaside Chatham! This prime location is only a short walk or .02 miles to stunning Ridgevale Beach on pristine Nantucket Sound. Included in the sale is a 3 bedroom Title V septic, ZBA approval to demolish the existing structure and to build a dwelling with a deck. Seller has building plans for a 3 bedroom, 2 bath, 1356 SF home. Imagine the possibilities of

    Agent Photo

    Shane Masaschi

    Compass

    (508) 400-2035

    19 Stoughton Ln, Chatham, MA 2633
  • 0 George Ryder Rd Unit 73104629, Chatham, MA 02633
    0 George Ryder Rd Unit 73104629, Chatham, MA 02633
    0 George Ryder Rd Unit 73104629, Chatham, MA 02633
    /6

    $250,000

    • Land
    • 0.72 Acre
    • $347,222 per Acre

    0 George Ryder Rd Unit 73104629, Chatham, MA 02633

    Amazing opportunity to build your dream home in Chatham on this .72-acre, panhandle, private residential lot. Build a 3-bedroom home connected to town sewer, 4-bedroom with approval. (buyer's & buyer's agents verify with Board of Health). The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to shopping, seven restaurants, the bike path, a medical office,

    Agent Photo

    Shane Masaschi

    Compass

    (508) 691-8324

    0 George Ryder Rd Unit 73104629, Chatham, MA 02633
  • 457 Training Field Rd, Chatham, MA 02633
    457 Training Field Rd, Chatham, MA 02633
    457 Training Field Rd, Chatham, MA 02633
    /44

    $1,550,000 Open Sat 1PM - 2:30PM

    • 3 Beds
    • 2.5 Baths
    • 3,027 Sq Ft

    457 Training Field Rd, Chatham, MA 02633

    This stunning and professionally landscaped Cape-style home offers the perfect blend of comfort and amenities in a private setting. This impressive residence offers 3.024 square feet of living space on a generous 22,651 square foot lot and lovely oak hardwood floors. The front foyer leads into a spacious living room with custom built-ins & gas fireplace. A cozy den with built-ins provides a quiet

    Agent Photo

    Shane Masaschi

    Compass

    (508) 863-4844

    457 Training Field Rd, Chatham, MA 02633
  • 35 Whistler Ln, Chatham, MA 02633
    35 Whistler Ln, Chatham, MA 02633
    35 Whistler Ln, Chatham, MA 02633
    /54

    $3,395,000 Open Sun 2AM - 3:30PM

    • 3 Beds
    • 3.5 Baths
    • 2,314 Sq Ft

    35 Whistler Ln, Chatham, MA 02633

    Discover this beautiful 3-bedroom, 3.5-bath home nestled amongst lovely properties in North Chatham only 370ft from the Ocean. The thoughtfully designed reverse floor plan captures stunning views of Pleasant Bay, complemented by refreshing breezes. Enjoy the convenience of central AC, gas heat, a fireplace for cozy evenings, and a private irrigation well to maintain the level lot. Imagine the

    Agent Photo

    MaryEllen Monahan

    Today Real Estate

    (508) 484-8014

    35 Whistler Ln, Chatham, MA 02633
  • 287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    /69

    $4,395,000 Open Sat 10:30AM - 12PM

    • 3 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    287 Cedar St, Chatham, MA 02633

    NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

    Agent Photo

    Shane Masaschi

    Compass

    (508) 290-5337

    287 Cedar St, Chatham, MA 02633
  • 39 Meadow Brook Rd, Chatham, MA 02650
    39 Meadow Brook Rd, Chatham, MA 02650
    39 Meadow Brook Rd, Chatham, MA 02650
    /12

    $735,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    39 Meadow Brook Rd, Chatham, MA 02650

    Refreshed and Renewed... Don't miss this incredible opportunity to own a property in a prime Chatham location, just a short stroll from downtown. Enjoy nearby conservation hiking trails, the Cape Cod Rail Trail, and tennis courts, all within walking distance. Restaurants, shops, beaches, parks, and schools are also just a half-mile away. This home features a bright living room with a fireplace,

    Agent Photo

    Barbara Garside

    eXp Realty, LLC

    (508) 458-8396

    39 Meadow Brook Rd, Chatham, MA 02650
  • 9 Bettys Path, Chatham, MA 02633
    9 Bettys Path, Chatham, MA 02633
    9 Bettys Path, Chatham, MA 02633
    /39

    $1,700,000

    • 3 Beds
    • 2 Baths
    • 2,008 Sq Ft

    9 Bettys Path, Chatham, MA 02633

    Welcome to 9 Bettys Path, your private hideaway w/panoramic views of nature's finest artwork! This charming 3-bed, 2-bath home is nestled on a 1.8-acre lot, complete with a stunning kettle pond and a lush pastoral backdrop. Renovated in 2014, the home boasts a fresh roof and all the modern comforts. Step inside to find an inviting living room with a cozy fireplace, a dining room that opens onto a

    Agent Photo

    Shane Masaschi

    Compass

    (508) 682-4461

    9 Bettys Path, Chatham, MA 02633
  • 86 Champlain Rd, Chatham, MA 02633
    86 Champlain Rd, Chatham, MA 02633
    86 Champlain Rd, Chatham, MA 02633
    /49

    $3,950,000

    • 3 Beds
    • 4.5 Baths
    • 4,361 Sq Ft

    86 Champlain Rd, Chatham, MA 02633

    Hidden gem on Chatham's historic Loop with views of Stage Harbor, the Stage Harbor Lighthouse and Nantucket Sound. Savor the warm summer breezes from this 3 BR, 4.5 Bath, 4,361 sf home with a private deeded footpath to the sandy shores of Stage Harbor. Thoughtfully designed to capture harbor and wetland views, the house features vaulted ceilings, an abundance of windows, hardwood floors and an

    Jack Bohman Gibson Sotheby's International Realty

    86 Champlain Rd, Chatham, MA 02633
  • 88 Champlain Rd, Chatham, MA 02633
    88 Champlain Rd, Chatham, MA 02633
    88 Champlain Rd, Chatham, MA 02633
    /62

    $4,695,000

    • 4 Beds
    • 5.5 Baths
    • 4,112 Sq Ft

    88 Champlain Rd, Chatham, MA 02633

    Coveted Chatham locations overlooking Stage Harbor, the iconic Stage Harbor Lighthouse and Nantucket Sound rarely come on the market. Located on the historic walking Loop, this 4 BR, 5.5 Bath, 3,914 sf home has compelling water views from every bedroom and includes a deeded private footpath to the sandy Stage Harbor shoreline. Highlights include high ceilings, custom crown moldings, built-in

    Jack Bohman Gibson Sotheby's International Realty

    88 Champlain Rd, Chatham, MA 02633
  • 38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    /44

    $4,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,878 Sq Ft

    38 Indian Trail, Chatham, MA 02633

    BREATHTAKING SUNSETS OVER NANTUCKET SOUND. Perched above Buck's Creek with panoramic views stretching to Nantucket Sound, this extraordinary 1.3-acre Chatham property is a true waterfront sanctuary. Designed to embrace its breathtaking natural surroundings, the home features walls of glass and an expansive wraparound deck that blur the line between indoors and out. Spectacular sunsets create a

    Chris Rhinesmith Compass Massachusetts, LLC

    38 Indian Trail, Chatham, MA 02633
  • 92 Barcliff Ave, Chatham, MA 02633
    92 Barcliff Ave, Chatham, MA 02633
    92 Barcliff Ave, Chatham, MA 02633
    /38

    $3,950,000

    • 5 Beds
    • 3.5 Baths
    • 2,659 Sq Ft

    92 Barcliff Ave, Chatham, MA 02633

    Honored with the 2004 Chatham Preservation Award, this iconic residence blends historic charm with modern luxury. The professionally designed gardens, planted decades ago and meticulously maintained, feature vibrant blooms from spring to late October, with a rose garden peaking July 4th and lasting through fall. Inside, rich nautical detailing, wide pine floors, and a Zuber & Cie mural evoke

    Chris Rhinesmith Compass

    92 Barcliff Ave, Chatham, MA 02633
  • 104 Seapine Rd, North Chatham, MA 02650
    104 Seapine Rd, North Chatham, MA 02650
    104 Seapine Rd, North Chatham, MA 02650
    /46

    $2,750,000

    • 3 Beds
    • 3 Baths
    • 2,969 Sq Ft

    104 Seapine Rd, North Chatham, MA 02650

    Set within the coveted Harbor Coves Association of North Chatham, 104 Seapine Road is a rare opportunity to own in one of Cape Cod's most exclusive enclaves. With sweeping views over Crow's Pond and direct access to a private association beach just steps away, the setting is exceptional. Built in 1999 by noted local firm von Thaden Builders, the 3-bedroom, 2.5-bath home offers nearly 3,000 sq ft

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    104 Seapine Rd, North Chatham, MA 02650
  • 150 Barcliff Ave, Chatham, MA 02633
    150 Barcliff Ave, Chatham, MA 02633
    150 Barcliff Ave, Chatham, MA 02633
    /43

    $4,200,000

    • 6 Beds
    • 4 Baths
    • 3,808 Sq Ft

    150 Barcliff Ave, Chatham, MA 02633

    Chatham: where hydrangeas meet the sea and harbors merge into the ocean. A place where cherished memories are created and passed on through generations. If you've been dreaming of living in this storybook town, just a short stroll from sandy beaches and its vibrant Village, you've arrived. Welcome to 150 Barcliff Avenue. Tucked along one of Chatham's most picturesque streets, this updated home

    Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    150 Barcliff Ave, Chatham, MA 02633
  • 55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    /78

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    55 Winterset Dr, Chatham, MA 02633

    Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm & inviting living space on just under 2 acres of park-like grounds with deeded rights to crystal clear Lover's Lake, making it the perfect home for unwinding & entertaining. Two cathedral great rooms, 4 brick

    Tara Schiffmann Brown Bayview Real Estate

    55 Winterset Dr, Chatham, MA 02633
  • 292 Stage Harbor Rd, Chatham, MA 02633
    292 Stage Harbor Rd, Chatham, MA 02633
    292 Stage Harbor Rd, Chatham, MA 02633
    /29

    $2,300,000

    • 3 Beds
    • 4.5 Baths
    • 1,834 Sq Ft

    292 Stage Harbor Rd, Chatham, MA 02633

    Approximately a half mile to either Oyster Pond Beach or Stage Harbor and 3/4 of a mile to the center of Chatham Village sits this exceptional 3 bedroom 4 bath custom Farmhouse with inviting front porch built in 2018. Hardwood floors thruout and, formal dining area, custom kitchen along with an office for those working remotely. Home has central a/c and a gas stove in the Livingroom. The lower

    Ward Brown William Raveis Real Estate & Home Services

    292 Stage Harbor Rd, Chatham, MA 02633
  • 213 Main St, Chatham, MA 02633
    213 Main St, Chatham, MA 02633
    213 Main St, Chatham, MA 02633
    /30

    $2,549,000

    • 4 Beds
    • 2 Baths
    • 1,238 Sq Ft

    213 Main St, Chatham, MA 02633

    Location! Location in the heart of Chatham! Historic Greek Revival circa 1850's in the Old Village, with water views of Chatham Harbor, Andrew Harding's landing and Lighthouse beach & Main St shopping/dining, Band Concerts, nearby! This charming 4 bed/2 bath home has a sunny eat-in beamed family room with sliders to deck, cozy kitchen adjacent and a front Living room with gas fireplace, warm

    Phyllis Power Compass

    213 Main St, Chatham, MA 02633
  • 106 Stage Neck Rd, Chatham, MA 02633
    106 Stage Neck Rd, Chatham, MA 02633
    106 Stage Neck Rd, Chatham, MA 02633
    /41

    $2,699,000

    • 4 Beds
    • 3.5 Baths
    • 3,834 Sq Ft

    106 Stage Neck Rd, Chatham, MA 02633

    Nestled on just over an acre of meticulously landscaped grounds with a private well for irrigation near the Oyster River, this 4-bedroom, 3.5-bath home offers a rare opportunity to create your dream space. With deeded access to a small, shared boathouse, it provides a serene and sophisticated lifestyle. Built in 1987 and lovingly cared for by its original owner, the home retains its classic charm

    Jen Graham Christie's International Real Estate Atlantic Brokerage

    106 Stage Neck Rd, Chatham, MA 02633
  • 30 Mill Hill Ln, Chatham, MA 02633
    30 Mill Hill Ln, Chatham, MA 02633
    30 Mill Hill Ln, Chatham, MA 02633
    /30

    $2,950,000

    • 7 Beds
    • 3 Baths
    • 2,460 Sq Ft

    30 Mill Hill Ln, Chatham, MA 02633

    Rare and unique opportunity to own a classic Cape Cod compound in Chatham's iconic Old Village. Tucked at the end of a quiet lane just moments to town, lighthouse & beach. This hide-a-away compound built in 1840 consists of a 4 bedroom main house, 3 bedroom guest cottage and a small carriage house currently used as a workshop with a lively history as a neighborhood entertainment venue. While this

    Chris Rhinesmith Compass

    30 Mill Hill Ln, Chatham, MA 02633
  • 16 Little Beach Rd, Chatham, MA 02633
    16 Little Beach Rd, Chatham, MA 02633
    16 Little Beach Rd, Chatham, MA 02633
    /38

    $2,295,000

    • 3 Beds
    • 3.5 Baths
    • 1,863 Sq Ft

    16 Little Beach Rd, Chatham, MA 02633

    OFFERED FULLY FURNISHED AND READY FOR SUMMER OCCUPANCY. Immerse yourself in the ultimate beach lifestyle. Superbly located in a highly desirable Lighthouse Beach neighborhood, this luxurious beach house built in 2018 was extensively refreshed in 2023 with all new bathrooms, appliances, light and plumbing fixtures, smart technology and exterior curb appeal. The interiors are both elegant and

    Chris Rhinesmith Compass Massachusetts, LLC

    16 Little Beach Rd, Chatham, MA 02633
  • 98 Horizon Dr, Chatham, MA 02633
    98 Horizon Dr, Chatham, MA 02633
    98 Horizon Dr, Chatham, MA 02633
    /13

    $2,375,000 New Construction

    • 3 Beds
    • 4.5 Baths
    • 3,310 Sq Ft

    98 Horizon Dr, Chatham, MA 02633

    New construction well underway with deeded rights to Lover's Lake for swimming, fishing and boating! Classic Cape Cod home sited high on a knoll with over 3000 s.f. spanning three levels with 3 BR's and 4.5 baths. Open floor plan offers great room with vaulted ceilings, fireplace and adjacent kitchen with center breakfast island and high end appliances .First floor primary suite with full bath

    Lori Fanning Smith Compass Massachusetts, LLC

    98 Horizon Dr, Chatham, MA 02633
  • 12 Pond St, Chatham, MA 02633
    12 Pond St, Chatham, MA 02633
    12 Pond St, Chatham, MA 02633
    /60

    $7,299,000

    • 4 Beds
    • 5 Baths
    • 4,214 Sq Ft

    12 Pond St, Chatham, MA 02633

    Custom Home in Chatham Village. 4-bedroom, 5-bathroom residence located steps from Oyster Pond and its sandy beach. This thoughtful home offers open floor plan, high ceilings, hardwood floors and expansive water views. Deeded access to an association dock and mooring field for boating enthusiasts. The gourmet kitchen features stone countertops, large center island with seating, and premium

    Tim Bailey John C Ricotta & Assoc.

    12 Pond St, Chatham, MA 02633
  • 32 Bishops Terrace, Chatham, MA 02633
    32 Bishops Terrace, Chatham, MA 02633
    32 Bishops Terrace, Chatham, MA 02633
    /27

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft

    32 Bishops Terrace, Chatham, MA 02633

    This beautifully renovated 3-bed, 2-bath home sits on .37 acres in a convenient, near-town location, about a mile from Main Street Chatham. The home embodies easy indoor/outdoor single floor living with a resort feel. The main living room connects to the well-appointed kitchen with eat-in dining area and oversized island. On one side of the home, you will find two sun filled guest bedrooms and

    Justin Blair Monomoy Properties Group LLC

    32 Bishops Terrace, Chatham, MA 02633
  • 2016 Main St, Chatham, MA 02633
    2016 Main St, Chatham, MA 02633
    2016 Main St, Chatham, MA 02633
    /95

    $2,150,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 4.5 Baths
    • 3,902 Sq Ft

    2016 Main St, Chatham, MA 02633

    Stunning Magazine-Quality Home with Resort-Style Living on Main StreetTucked privately off Main Street, this breathtaking home offers the perfect balance of privacy and prime location. Designed for both relaxed living and stylish entertaining, the interior boasts an open floor plan with beautiful shiplap walls, a dedicated dining room with built-in wet bar, and a thoughtfully placed half bath

    Daneen Law Gibson Sotheby's International Realty

    2016 Main St, Chatham, MA 02633
  • 108 Shore Rd, Chatham, MA 02633
    108 Shore Rd, Chatham, MA 02633
    108 Shore Rd, Chatham, MA 02633
    /32

    $11,900,000

    • 7 Beds
    • 9 Baths
    • 6,276 Sq Ft

    108 Shore Rd, Chatham, MA 02633

    Located along Chatham’s transcendent shoreline, this elegant coastal estate includes a Main House, a Guest House with a 3 car garage, and a waterfront Boat House/Cabana. Surrounded by beautiful hardscape, the Colonial style Main Residence has been rebuilt with a modern, open floor plan designed for entertaining. Spectacular views of Chatham Harbor and the Atlantic abound. The Main House features

    Frank Denauw Frank G. Denauw, Esq.

    108 Shore Rd, Chatham, MA 02633
  • 31 Joshua Jethro Rd, Chatham, MA 02633
    31 Joshua Jethro Rd, Chatham, MA 02633
    31 Joshua Jethro Rd, Chatham, MA 02633
    /40

    $1,114,000

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    31 Joshua Jethro Rd, Chatham, MA 02633

    Casual living describes this charming, 3 BR, 2 Bath, 1-car garage under Ranch in Lovely Riverbay. Set back from the road on a slight slope this .47 acre lot abounds with privacy as backyard is fully enclosed by stockade fencing concealed by beautiful trees & shrubbery. Split-rail fencing by the road with Bayberry bushes planted along its length add to its curb appeal. Relaxing couldn’t be

    Julie Chapin William Raveis Chatham

    31 Joshua Jethro Rd, Chatham, MA 02633
  • 15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    /32

    $1,199,995

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    15 Sylvan Way, South Chatham, MA 02659

    Nestled in charming Chatham in a neighborhood of higher-end homes—this beautifully maintained coastal-style home blends timeless charm with modern upgrades. A graceful central staircase leads to a rooftop deck, evoking the classic appeal of historic sea captain homes. The interior features high-end European appliances (Fisher & Paykel & Blomberg), granite countertops, newer bathrooms, Roman

    Pauline Teas William Raveis Chatham

    15 Sylvan Way, South Chatham, MA 02659
  • 597 Orleans Rd, North Chatham, MA 02650
    597 Orleans Rd, North Chatham, MA 02650
    597 Orleans Rd, North Chatham, MA 02650
    /76

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft

    597 Orleans Rd, North Chatham, MA 02650

    Nestled on a sprawling 1.55-acre parcel set back from Route 28, this exquisite North Chatham residence captures the essence of tranquil coastal living. This beautifully renovated home spans 1,942 square feet (including the beautiful finished walkout lower level) and boasts three spacious bedrooms and two pristine bathrooms, offering an exceptional blend of comfort and sophistication.
As you

    Cape Cod Power of Two Compass

    597 Orleans Rd, North Chatham, MA 02650
  • 72 Forest Beach Rd, Chatham, MA 02659
    72 Forest Beach Rd, Chatham, MA 02659
    72 Forest Beach Rd, Chatham, MA 02659
    /34

    $1,695,000

    • 6 Beds
    • 5 Baths
    • 2,401 Sq Ft

    72 Forest Beach Rd, Chatham, MA 02659

    South of 28 | Renovated Beach Compound with 5 Income-Producing Suites. Just 4/10 of a mile from Nantucket Sound, this iconic South Chatham property blends classic Cape charm with modern luxury. Formerly the historic Forest Beach Motel, now meticulously restored and transformed into a stylish coastal compound—offered fully furnished and move-in ready. This unique 6-bedroom, 5-bath offering fully

    Chris Rhinesmith Compass

    72 Forest Beach Rd, Chatham, MA 02659
  • 72 Forest Beach Rd, South Chatham, MA 2659
    72 Forest Beach Rd, South Chatham, MA 2659
    72 Forest Beach Rd, South Chatham, MA 2659
    /41

    $1,695,000

    • 6 Beds
    • 5 Baths
    • 2,401 Sq Ft

    72 Forest Beach Rd, South Chatham, MA 2659

    South of 28 | Renovated Beach Compound with 5 Income-Producing Suites. Just 4/10 of a mile from Nantucket Sound, this iconic South Chatham property blends classic Cape charm with modern luxury. Formerly the historic Forest Beach Motel, now meticulously restored and transformed into a stylish coastal compound--offered fully furnished and move-in ready. This unique 6-bedroom, 5-bath offering fully

    Chris Rhinesmith Compass Massachusetts, LLC

    72 Forest Beach Rd, South Chatham, MA 2659
  • 15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    /93

    $6,750,000

    • 5 Beds
    • 5.5 Baths
    • 5,620 Sq Ft

    15 Windy Hill Way, Chatham, MA 02633

    This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous

    Tim Bailey John C Ricotta & Assoc.

    15 Windy Hill Way, Chatham, MA 02633
  • 331 Riverview Dr, Chatham, MA 02633
    331 Riverview Dr, Chatham, MA 02633
    331 Riverview Dr, Chatham, MA 02633
    /50

    $1,899,900

    • 3 Beds
    • 2.5 Baths
    • 3,404 Sq Ft

    331 Riverview Dr, Chatham, MA 02633

    Discover this stunning Riverbay residence remodeled to perfection. Boasting unique design elements such as shiplap and extensive moldings throughout, including soaring ceilings and a serene backyard. This turnkey three-level home with an expansive farmer's porch and an oversized two-car garage has everything you need and more. Step inside to find a chef's kitchen that will inspire your culinary

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    331 Riverview Dr, Chatham, MA 02633
  • 10 Pursel Dr, North Chatham, MA 02650
    10 Pursel Dr, North Chatham, MA 02650
    10 Pursel Dr, North Chatham, MA 02650
    /52

    $1,999,999

    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft

    10 Pursel Dr, North Chatham, MA 02650

    WATER-VIEW & DEEDED ACCESS TO RYDERS COVE | ''Summer Wind'' - A Coastal Chatham RetreatNestled in one of Chatham's most cherished neighborhoods, ''Summer Wind'' is a timeless Cape Cod escape offering deeded access to Ryders Cove and a private association beach with direct access to Pleasant Bay. Perched gracefully above the water, this serene retreat delivers breathtaking views, impeccable

    Diane Donahue Gibson Sotheby's International Realty

    10 Pursel Dr, North Chatham, MA 02650
  • 1761 Main St, Chatham, MA 02633
    1761 Main St, Chatham, MA 02633
    /2

    $659,000

    • Land
    • 1.01 Acres
    • $652,475 per Acre

    1761 Main St, Chatham, MA 02633

    Nestled in the picturesque town of Chatham, expansive one-acre lot presents a rare opportunity to craft your dream home in a serene setting. Backing up to a tranquil cranberry bog, this unique property offers privacy and natural beauty, providing an idyllic backdrop for your future residence.With ample space and potential, this versatile lot may accommodate two homes, making it perfect for those

    Kimberly Clark Bayside Realty Consultants

    1761 Main St, Chatham, MA 02633
  • 116 Happy Valley Rd, Chatham, MA 02633
    116 Happy Valley Rd, Chatham, MA 02633
    116 Happy Valley Rd, Chatham, MA 02633
    /45

    $1,399,500

    • 2 Beds
    • 3 Baths
    • 1,861 Sq Ft

    116 Happy Valley Rd, Chatham, MA 02633

    Located off a private way to Ridgevale Beach overlooking a majestic cranberry bog sits this cozy colonial paradise. Built in 2015 by an award winning design/build company is this very private getaway. 1st level open plan features brk bar & dining/living area with views to the bog pond. Door to south facing deck setup for dining & and all day sun. 2 entry kitchen with granite counters & stainless

    Ward Brown William Raveis Real Estate & Home Services

    116 Happy Valley Rd, Chatham, MA 02633
  • 355 Training Field Rd, Chatham, MA 02633
    355 Training Field Rd, Chatham, MA 02633
    355 Training Field Rd, Chatham, MA 02633
    /40

    $1,640,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 2,225 Sq Ft

    355 Training Field Rd, Chatham, MA 02633

    Chatham Retreat with Style, Comfort & Solar EfficiencyThis beautifully appointed Chatham retreat offers 3 bedrooms and 3.5 bathrooms, just minutes from downtown and the beaches. A charming farmer’s porch welcomes you into a light-filled interior with high ceilings, an open layout, and a skylit kitchen featuring granite countertops, stainless steel appliances, and a large island. The first-floor

    Margaret McDonald Mathieu Newton Sotheby's International Realty

    355 Training Field Rd, Chatham, MA 02633
  • 25 Wikis Way, Chatham, MA 02633
    25 Wikis Way, Chatham, MA 02633
    25 Wikis Way, Chatham, MA 02633
    /31

    $5,900,000

    • 4 Beds
    • 4.5 Baths
    • 4,654 Sq Ft

    25 Wikis Way, Chatham, MA 02633

    TIMELESS COASTAL LUXURY // Prepare to be embraced by one of the most breathtaking panoramas in all of Cape Cod. This exceptional property offers sweeping and unobstructed views that stretch from Stage Harbor and the iconic Chatham Lighthouse, to the natural beauty of Monomoy Island and the sparkling expanse of the Atlantic Ocean. From first light until sunset, this coastal retreat is surrounded

    Chris Rhinesmith Compass Massachusetts, LLC

    25 Wikis Way, Chatham, MA 02633
  • 319 Riverview Dr, Chatham, MA 02633
    319 Riverview Dr, Chatham, MA 02633
    319 Riverview Dr, Chatham, MA 02633
    /28

    $1,300,000

    • 3 Beds
    • 3 Baths
    • 2,202 Sq Ft

    319 Riverview Dr, Chatham, MA 02633

    Sited on nearly an acre of land in Riverbay Estates, this spacious three bedroom, three bath home offers ample privacy and outdoor living space.Built in 1984 with an addition and updates in 2004, the home is designed with flexibility for one floor living with a generous sized first level primary suite withgas fireplace, walk in closet, and outdoor access. The kitchen features abundant cabinet

    Chris Rhinesmith Compass

    319 Riverview Dr, Chatham, MA 02633
  • 46 Juniper Ln W, Chatham, MA 02659
    46 Juniper Ln W, Chatham, MA 02659
    46 Juniper Ln W, Chatham, MA 02659
    /42

    $1,599,000

    • 3 Beds
    • 3.5 Baths
    • 3,050 Sq Ft

    46 Juniper Ln W, Chatham, MA 02659

    ''Moongazer'' represents a rare opportunity to purchase a thoughtfully updated, proven income-producing property with deeded access to Taylor's Pond, where it is a fun and easy kayak or paddleboard out to Nantucket Sound and the beach. This 3 BR, 3.5 Bath, 3,050 sf split-level house offers far more living space and room for overflow guests than meets the eye. Upon entering the home, you will be

    Jack Bohman Gibson Sotheby's International Realty

    46 Juniper Ln W, Chatham, MA 02659
  • 99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    /35

    $715,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    99 Heritage Ln, Chatham, MA 02633

    What's on your wish list? A primary or vacation home that you can walk to downtown Chatham from with its fine dining, shopping and galleries...or to the bike path & pickleball? Look no further! 99 Heritage Ln is only 2/3 mile to Oyster Pond Beach and minutes away from the many beautiful south side beaches. Enjoy this comfortable 3-bedroom home with a large fenced-in backyard. Recent renovations

    Ella Leavitt Compass

    99 Heritage Ln, Chatham, MA 02633
  • 307 Riverview Dr, Chatham, MA 02633
    307 Riverview Dr, Chatham, MA 02633
    307 Riverview Dr, Chatham, MA 02633
    /39

    $1,649,000

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    307 Riverview Dr, Chatham, MA 02633

    Discover luxury & comfort in this stunning Riverbay home nestled with beautiful landscaping on Riverview Drive. This meticulously renovated 7 room ranch offers 2340 Sq. ft of elegant living space, featuring 3 spacious bedrooms, 2.5 luxurious tiled baths with double vanities. As you step inside, the inviting foyer introduces you to the warmth of a formal living room with fireplace, open plan to

    Phyllis Power Compass

    307 Riverview Dr, Chatham, MA 02633

Showing Results 1 - 40, Page 1 of 3

Massachusetts Chatham

Real Estate & Homes for Sale in Chatham, MA

Frequently Asked Questions

Is Chatham, MA a safe city?
In general, the safest neighborhoods in Chatham, MA with lower crime scores are South Chatham, Chatham Village, North Chatham and West Chatham.
What are the most popular zip codes in Chatham, MA?
The most popular zip codes in Chatham, MA include 02631, 02653, 02633, 02645 and 02601.
What are the most popular neighborhoods near Chatham, MA?
The most popular neighborhoods near Chatham, MA are Chatham Village, South Chatham, North Chatham, Harwich Center and Northwest Harwich.
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