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Homes for Sale in 02633

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  • /73

    $7,250,000

    • 7 Beds
    • 6.5 Baths
    • 6,521 Sq Ft

    44 Buena Vista Rd, Chatham, MA 02633

    Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views,

    Agent Photo

    Shane Masaschi

    Compass

    (508) 501-9618

    44 Buena Vista Rd, Chatham, MA 02633
  • /7

    $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
  • /2

    $619,000

    • Land
    • 1.01 Acres
    • $612,871 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

    Agent Photo

    Kimberly Clark

    Bayside Realty Consultants

    (508) 719-6244

    1761 Main St, Chatham, MA 02633
  • /64

    $3,850,000

    • 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) 952-9486

    287 Cedar St, Chatham, MA 02633
  • /81

    $4,900,000

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    346 Morris Island Rd, Chatham, MA 02633

    Views, Views, Views!! Sun splashed Stage Harbor waterfront offering and ever-changing vista out to Nantucket Sound and beyond. This four bedroom, 4.5 bath residence blends exquisite taste with timeless coastal elegance. Thoughtfully renovated, the home is designed to showcase wide, sweeping views of the harbor from nearly every room. Light-filled interiors pair refined finishes with a relaxed

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    Barbara Garside

    eXp Realty, LLC

    (508) 401-8501

    346 Morris Island Rd, Chatham, MA 02633
  • /24

    $5,900,000

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    99 Uncle Alberts Drive Extension, Chatham, MA 2633

    Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future

    Agent Photo

    Shane Masaschi

    Compass

    (508) 400-2035

    99 Uncle Alberts Drive Extension, Chatham, MA 2633
  • /41

    $749,999

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    23 Shane Dr, Chatham, MA 02633

    Welcome to 23 Shane Dr, where coastal elegance meets everyday comfort. This charming single-level home offers 3 spacious bedrooms and 2 baths, perfectly blending modern convenience with classic character. Imagine relaxing by the cozy fireplace, or enjoying a good book from the built-in bookshelves that add a touch of sophistication to your living space. In addition to bright and airy bedrooms,

    Samantha Edwards Compass

    23 Shane Dr, Chatham, MA 02633
  • /6

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    99 A Leonard Way, Chatham, MA 02633

    Living the Cape Cod Dream: Relocating to ChathamHave you ever dreamed of waking up to salty sea air, scenic harbor views, and small-town charm? If so, relocating to Chatham, Massachusetts might just be the lifestyle upgrade you’ve been searching for. Nestled on the elbow of Cape Cod, Chatham blends coastal beauty with historic character, offering residents a unique mix of peace, recreation, and

    Terry Hayes The Paladin Group, LLC

    99 A Leonard Way, Chatham, MA 02633
  • /10

    $4,399,000 New Construction

    • 4 Beds
    • 6 Baths
    • 5,800 Sq Ft

    230 Barcliff Ave, Chatham, MA 02633

    Stunning brand new construction from The Young Companies at 230 Barcliff Avenue is underway...Architecturally pleasing 4BR 6 bath shingled home will offer impeccable details , finish work and fabulous walk to town location. Enjoy walking to Chatham's summer league baseball games, iconic fish pier and exclusive Chatham Bars Inn Resort. The 5800 sf home will offer the best in new amenities with a

    Lori Fanning Smith Compass Massachusetts, LLC

    230 Barcliff Ave, Chatham, MA 02633
  • /25

    $495,000

    • 1 Bed
    • 1 Bath
    • 578 Sq Ft

    425 Main St Unit D, Chatham, MA 02633

    Nestled above Bumbula “It’s All About Me,” Unit D at 425 Main Street offers a rare blend of privacy, comfort, and true in-town living. One of only two residences on the second floor, it features a discreet private entrance and an open, light-filled layout with recent upgrades, including luxury vinyl flooring and refreshed finishes. The well-appointed kitchen flows into a spacious living and

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • /10

    $549,000

    • 3 Beds
    • 0.5 Baths
    • 1 Sq Ft

    22 Pine Knoll Ave, Chatham, MA 02633

    First time offered for sale in over 50 years! Welcome to this charming 3 bedroom 1 bath quintessential summer cottage located in the seaside town of Chatham just steps away from Ridgevale Beach. Inside you will find 2 comfortable bedrooms with a 3rd bedroom being used as a flex space as well as a cozy inviting living room. Outside the deck offers plenty of room to enjoy morning coffee and the

    Brian Mullen Options 153, LLC

    22 Pine Knoll Ave, Chatham, MA 02633
  • /42

    $3,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,857 Sq Ft

    36 Moonbeam Ln, Chatham, MA 02633

    This expansive Cape with timeless curb appeal is located in an exclusive area just 5 minutes to Town and includes deeded rights to the Oyster Pond River. You’ll enjoy 4,857 square feet of casual elegance in a thoughtfully-designed floor plan. This immaculate home offers 4 spacious BRs including a first-floor primary suite. Sunny granite & stainless kitchen opens to the family room w/fireplace.

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    36 Moonbeam Ln, Chatham, MA 02633
  • /39

    $1,469,000

    • 5 Beds
    • 10 Baths
    • 11,000 Sq Ft

    558 Fox Hill Rd, Chatham, MA 02633

    Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a

    Brian Dougherty Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • /63

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 2,441 Sq Ft

    28 Lakeview Ave, Chatham, MA 02633

    Welcome to 28 Lakeview Ave...a Riverbay gem in a natural setting. Beautifully renovated with hardwood throughout, this 3 bedroom, 2.5 bath home offers a comfortable floor plan including a first floor primary ensuite bedroom and 2 large guest bedooms and bath on the second level. In addition to the inviting living room and dining room, adjacent to well apppointed eat-in kitchen, the den with

    Ella Leavitt Compass

    28 Lakeview Ave, Chatham, MA 02633
  • /35

    $979,000

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft

    46 Chippingstone Rd, Chatham, MA 02633

    Riverbay, Chatham... True One Level living with Garage/parking on home level. 8 room custom built ranch with side loading garages, high profile roofline, integrated front porch. Inside, abundant common areas and living space. entrance hallway opens to the living and dining rooms, and two hallways leading to the 3 bedrooms. At the back of the home- 3 additional rooms: a fireplaced family room, an

    Derek Greene The Greene Realty Group

    46 Chippingstone Rd, Chatham, MA 02633
  • /77

    $1,850,000

    • 3 Beds
    • 2 Baths
    • 1,626 Sq Ft

    32 Sunset Ln, Chatham, MA 02633

    Extremely rare opportunity! Available for the first time in 60+ years, this property is tucked away on a quiet lane in Chatham's coveted Old Village. The location offers the best of both worlds -- peaceful surroundings with easy access to Chatham's most beloved spots. Take the neighborhood path around Little Mill Pond for your morning coffee downtown, spend the day at Lighthouse Beach, launch a

    Tom Riley Compass Massachusetts, LLC

    32 Sunset Ln, Chatham, MA 02633
  • /34

    $3,200,000

    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    92 Indian Trail, Chatham, MA 02633

    Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living. This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted

    Judith Smith John C Ricotta & Assoc.

    92 Indian Trail, 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
  • /35

    $2,150,000

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

    213 Main St, Chatham, MA 02633

    Location! Location! Nestled In the heart of Chatham historic Old Village district, this 1850 Greek Revival has water views of Chatham harbor, with Lighthouse Beach, Main St shopping & dining, band concerts, golf, all nearby! This charming 4 BED/2 BA home has a sunny eat-in family room, beamed ceiling, with sliders to deck, cozy kitchen adjacent and front living room has gas fireplace & warm

    Phyllis Power Compass

    213 Main St, Chatham, MA 02633
  • /35

    $8,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,307 Sq Ft

    127 Wapoos Trail, Chatham, MA 02633

    Tucked within the exclusive & secluded enclave of Morris Island, this one-of-a-kind water view residence is a rare treasure offering architectural distinction and an intimate connection to Cape Cod's unspoiled coastal beauty. With panoramic views spanning Stage Harbor to the Atlantic shoreline, the home was thoughtfully designed to embrace its extraordinary setting—inviting nature's ever-changing

    Dee Sullivan Christie's International Real Estate Atlantic Brokerage

    127 Wapoos Trail, Chatham, MA 02633
  • /29

    $1,970,000

    • 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
  • /25

    $495,000

    • 1 Bed
    • 1 Bath
    • 578 Sq Ft

    425 Main St Unit D, Chatham, MA 02633

    Nestled above Bumbula ''It's All About Me,'' Unit D at 425 Main Street offers an exceptional blend of privacy, comfort, and in-town convenience. This updated 1-bedroom, 1-bath residence is one of only two homes on the second floor, accessed by a discreet private entrance that enhances its quiet, retreat-like feel. Inside, an open-concept layout is filled with natural light and features recent

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • /53

    $3,500,000

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

    92 Barcliff Ave, Chatham, MA 02633

    Honored with the prestigious 2004 Chatham Preservation Award, this iconic historical residence was meticulously restored to perfection in 2002, seamlessly blending its storied heritage with the finest modern luxuries. Nestled in a prime yet private locale, the home's enchanting exterior teases with a glimpse of the lush, secluded garden, a serene oasis framed by a stately pergola. The

    Chris Rhinesmith Compass Massachusetts, LLC

    92 Barcliff Ave, Chatham, MA 02633
  • /90

    $4,975,000

    • 5 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    85 Cedar St, Chatham, MA 02633

    ** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms--four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room

    Tim Bailey John C Ricotta & Assoc.

    85 Cedar St, Chatham, MA 02633
  • /27

    $1,650,000

    • 1 Bath
    • 2,586 Sq Ft

    231 Crowell Rd, Chatham, MA 2633

    Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport . One bay has a gas heater and the second floor is ready to

    Judith Smith John C Ricotta & Assoc.

    231 Crowell Rd, Chatham, MA 2633
  • /24

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    144 Barn Hill Rd, Chatham, MA 02633

    Ideally situated in the sought-after Hardings Beach area, this home offers views of Sulphur Springs and an unbeatable location within walking distance to the beach along a sidewalk. Nestled off of the road, it is just minutes from local family friendly favorites like Mac's Seafood, Liberty Bakery, Pate's, Dogfish Taco, and Hey Joe Jam. Thoughtfully upgraded over the years, the home features new

    Chris Rhinesmith Compass Massachusetts, LLC

    144 Barn Hill Rd, Chatham, MA 02633
  • /36

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    49 Duck Marsh Ln, Chatham, MA 02633

    Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace. A one-car garage and large unfinished basement sits below the home, and the property sits on

    Tim Bailey John C Ricotta & Assoc.

    49 Duck Marsh Ln, Chatham, MA 02633
  • /36

    $7,200,000

    • 5 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    238 Cranberry Ln, Chatham, MA 02633

    This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.5 acres, with opportunities for a family compound on a fabulous bluff overlooking, and ownership of, prime beach front on Chatham Harbor, Pleasant Bay, and

    John Burke William Raveis Real Estate & Home Services

    238 Cranberry Ln, Chatham, MA 02633
  • /35

    $2,800,000

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    78 Indian Trail, Chatham, MA 02633

    Professional photos coming soon!Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water. Take in beautiful water views and unforgettable sunsets, with private stairs leading down to the water's edge of Bucks Creek

    Judith Smith John C Ricotta & Assoc.

    78 Indian Trail, Chatham, MA 02633
  • /48

    $1,359,000

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft

    93 Orleans Rd, Chatham, MA 02633

    Welcome to the meticulous and delightful 93 Orleans Road Chatham. Enter onto the beautiful herringbone-designed brick walkway leading to a relaxing covered front porch with durable Azek flooring-perfect for enjoying the fresh Cape Cod sunshine and ocean breeze. This single-level home offers a true slice of paradise. Completely updated in 2024, the 3-bedroom, 2-bath residence blends modern comfort

    Derek Greene The Greene Realty Group

    93 Orleans Rd, Chatham, MA 02633
  • /5

    $399,000

    • Land
    • 0.84 Acre
    • $475,000 per Acre

    0 Evergreen Ln, Chatham, MA 02633

    .8 Acres- In the Heart of it All- Chatham- where you want your Family Memories to be made- Ridgevale Beach- Hardings Beach- Landings and Marinas close by- Private and Wooded Lot- Imagine building your dream Summer Home or Fulltime Residence and waking up to privacy and just minutes to Nantucket Sound- Oyster River- Goose Pond- School House Pond and more... South of Route 28-Building Information

    Noreen Kennedy Kennedy Real Estate

    0 Evergreen Ln, Chatham, MA 02633
  • /51

    $842,000

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    33 Duck Marsh Ln, Chatham, MA 02633

    Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers gleaming hardwood floors throughout and open concept. The soaring cathedral ceilings in the kitchen and family room makes this home light and bright ! All stainless appliances are almost brand new and the oil tank has just been upgraded to double wall meeting today's regulation. There is natural

    Darci Sequin Gibson Sotheby's International Realty

    33 Duck Marsh Ln, Chatham, MA 02633
  • /30

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650

    Tucked away on a quiet street in the heart of North Chatham, this second-floor condominium offers a rare opportunity to own in one of Cape Cod's most coveted locations. Perfect as a seasonal retreat, investment property, or smart entry into the Chatham market, it blends convenience and charm. Sunlight fills the welcoming interior, highlighting hardwood floors, a cozy wood-burning fireplace, and

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
  • /52

    $1,599,500

    • 6 Beds
    • 3 Baths
    • 2,257 Sq Ft

    745 Main St, Chatham, MA 02633

    Attention Investors: Two homes on separate parcels are available in downtown Chatham. Enjoy walking distance to town, Veteran's Field, Oyster Pond, and a variety of restaurants. The first property, located at 747 Main Street, is a 4-bedroom, 2-bathroom bungalow featuring central A/C, natural gas heating, period details, hardwood floors, a spacious front porch perfect for lazy afternoons, and

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    745 Main St, Chatham, MA 02633
  • /8

    $250,000

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

    0 George Ryder Rd Unit 22301591, 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, with approvals a 4-bedroom may be possible. Buyer's & buyer brokers verify sewer regulations with Board of Health as rules continue to change. The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to

    Shane Masaschi Kinlin Grover Compass

    0 George Ryder Rd Unit 22301591, Chatham, MA 02633
  • /35

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

    207 Horizon Dr, Chatham, MA 02633

    Tucked in a well-loved Chatham neighborhood, with deeded rights to Lover's Lake, this gracious 4-bedroom Cape seamlessly blends coastal living and Cape Cod charm. 207 Horizon Drive possess charm throughout with its spacious and traditional floor plan. Featuring two fireplaces, two full and two half baths, and a sunlit family room off the kitchen. This home is designed for easy living. Enoy

    Jacquelyn Casey Shore Road Realty

    207 Horizon Dr, Chatham, MA 02633
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