Homes in ZIP Code 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
• 

  

  

  /38

  $1,140,000 Sold Sep 02, 2025

  • 1,744 Sq Ft
  • $654/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  71 Potonumecot Rd, Chatham, MA 02633

  Welcome to your new Chatham home! This lovely 3 bedroom, 2 bath ranch offers one-floor living in a popular neighborhood centrally-located minutes to Town, shopping, restaurants, and Pleasant Bay. Boasting an extensive array of upgrades and renovations (refer to attached list) there is little for a Buyer to do but move in and start enjoying life in this special place. There are multiple living

  Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

  71 Potonumecot Rd, Chatham, MA 02633
• 

  

  

  /24

  Est $3,806,558 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,421 Sq Ft

  125 Stage Harbor Rd, Chatham, MA 02633

  125 Stage Harbor Rd, 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
• 

  

  

  /52

  $1,295,000 Sold Aug 29, 2025

  • 2,881 Sq Ft
  • $449/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1969

  15 Wood Valley Rd, Chatham, MA 02633

  Introducing the perfect combination of character and amenities in this stunning 4-bedroom, 3-bath Cape-style home. Located on a cul-de-sac with deeded access to Lovers Lake, close to the bike bath, tennis and pickleball courts, and just minutes to downtown Chatham. This home is in move-in condition and provides everything you need for either year-round or seasonal living. The first-floor features

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  15 Wood Valley Rd, Chatham, MA 02633
• 

  

  /62

  Est $2,727,871 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,732 Sq Ft

  276 Stage Harbor Rd, Chatham, MA 02633

  276 Stage Harbor Rd, 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
• 

  

  /50

  $1,775,000 Sold Aug 27, 2025

  • 3,404 Sq Ft
  • $521/SF
  • 57 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  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
• 

  

  /78

  Est $3,540,964 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,048 Sq Ft

  155 Inlet Rd, Chatham, MA 02633

  155 Inlet Rd, 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
• 

  

  /42

  $1,050,000 Sold Aug 21, 2025

  • 1,636 Sq Ft
  • $642/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  31 Joshua Jethro Rd, Chatham, MA 02633

  NEW PRICECasual living describes this charming 3 Bedroom, 2 Full Bath, 1-car garage under Ranch-style home in lovely Riverbay Estates. Set back from the road on a slight rise, this .47 acre lot abounds with privacy as backyard is completely enclosed by stockade fencing concealed with lovely trees and shrubbery. Relaxing couldn't be easier on the deck right off the kitchen which overlooks a

  Julie Chapin William Raveis Real Estate & Home Services

  31 Joshua Jethro Rd, Chatham, MA 02633
• 

  

  /40

  Est $3,809,314 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,915 Sq Ft

  98 Attucks Trail, Chatham, MA 02633

  98 Attucks Trail, Chatham, MA 02633
• 

  

  /29

  $2,150,000

  • 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
• 

  

  /11

  $345,000 Sold Aug 15, 2025

  • 604 Sq Ft
  • $571/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1985

  281 Orleans Rd Unit 5, Chatham, MA 02633

  Great location for this afordable 1 bdr condo! Many amenities within walking distance. Chatham Perk, the Fish Pier, Chatham Seaside Links, Chatham Bars Inn and Chatham Works. Close to downtown with shopping and dinning. Now is a great time to come be a part of the Chatham community!

  Isaac Sargent Compass Massachusetts, LLC

  281 Orleans Rd Unit 5, Chatham, MA 02633
• 

  

  /69

  Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 5,619 Sq Ft

  513 Stage Harbor Rd, Chatham, MA 02633

  513 Stage Harbor Rd, 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
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  /44

  $1,520,000 Sold Aug 15, 2025

  • 3,027 Sq Ft
  • $502/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  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

  Shane Masaschi Compass

  457 Training Field Rd, Chatham, MA 02633
• 

  

  /38

  Est $3,219,202 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,199 Sq Ft

  137 Strong Island Rd, Chatham, MA 02633

  137 Strong Island Rd, 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
• 

  

  /12

  $415,000 Sold Aug 14, 2025

  • 836 Sq Ft
  • $496/SF
  • 3 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1982

  44 Misty Meadow Ln Unit 5, North Chatham, MA 02650

  Welcome to 44 Misty Meadow Lane #5, a beautifully renovated, furnished, and air-conditioned 1-bedroom, 1.5-bath condo in North Chatham. This move-in-ready home is perfect for enjoying the best of the summer season ahead. With 836 sq. ft. of smartly designed space, the updated condo has a spacious living-dining area perfect for entertaining. The modern kitchen offers ample cabinetry, granite

  Jack Farrell Compass

  44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
• 

  

  /84

  Est $5,020,171 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,142 Sq Ft

  146 Strong Island Rd, Chatham, MA 02633

  146 Strong Island Rd, Chatham, MA 02633
• 

  

  /43

  $1,850,000

  • 6 Beds
  • 4.5 Baths
  • 2,665 Sq Ft

  14 Squanto Dr, Chatham, MA 02633

  Perched high above the Oyster River with stunning water views and deeded river access for your paddling and boating adventures, 14 Squanto Drive is your new Chatham beach oasis. Offering a relaxed coastal lifestyle, this home boasts open sight lines, sundrenched living spaces, ideal flow for indoor/outdoor entertaining, and an abundance of room for extended families and guests. From sunrise to

  Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

  14 Squanto Dr, Chatham, MA 02633
• 

  

  /35

  $690,900 Sold Aug 07, 2025

  • 1,008 Sq Ft
  • $685/SF
  • 54 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1964

  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
• 

  

  /25

  Est $4,011,802 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,514 Sq Ft

  192 Eastward Rd, Chatham, MA 02633

  192 Eastward Rd, Chatham, MA 02633
• 

  

  /4

  $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
• 

  

  /41

  $950,000 Sold Aug 07, 2025

  • 2,399 Sq Ft
  • $396/SF
  • 137 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2015

  1082 Main St Unit 1082, Chatham, MA 02633

  Motivated sellers! Come take a look at this turn key, end unit townhome in beautiful Chatham! This serene setting overlooks Perch Pond where nature abounds.This 3 level townhome has an attached garage and private driveway, an extra "flex space" room on the 2nd level (could be an office, art studio, gym, 3rd bedroom, etc) and a finished lower level w/ large great room & full bath. This complex is

  Kristin Coletti William Raveis R.E. & Home Services

  1082 Main St Unit 1082, Chatham, MA 02633
• 

  

  /41

  Est $1,489,544 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,596 Sq Ft

  36 Great Hill Rd, Chatham, MA 02633

  36 Great Hill 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

  Anne Somerby Kennedy Real Estate

  0 Evergreen Ln, Chatham, MA 02633
• 

  

  /34

  $700,000 Sold Aug 04, 2025

  • 600 Sq Ft
  • $1,167/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  89 Ocean Port Ln, Chatham, MA 02633

  Welcome to this 2 bedroom cottage in a wonderful south of rte 28 location close to Hardings Beach. This 4 room cottage is year round with newer mechanicals and windows. It is in a neighborhood of larger homes, with easy access (walkable) to Barn Hill town landing and Hardings Beach. The current owners have plans available for a re-build of a larger home on the lot if that is desired. Excellent

  Kathleen Phelan Compass Massachusetts, LLC

  89 Ocean Port Ln, Chatham, MA 02633
• 

  

  /48

  Est $1,036,436 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,977 Sq Ft

  31 Great Hill Rd, Chatham, MA 02633

  31 Great Hill Rd, Chatham, MA 02633
• 

  

  /6

  $3,499,900 New Construction

  • 3 Beds
  • 4.5 Baths
  • 4,565 Sq Ft

  29 Jessies Landing, Chatham, MA 2633

  A new luxury residence is currently under construction by Eastward Companies in Chatham. Located in a desirable neighborhood with other remarkable homes, this beautifully designed 4,500 square foot home features amenities often seen on a discerning buyer's wish list. Outside entertaining is centered around a saltwater pool, spa, and fire pit while inside you'll discover easy living with a

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  29 Jessies Landing, Chatham, MA 2633
• 

  

  /27

  $1,189,000 Sold Jul 31, 2025

  • 1,384 Sq Ft
  • $859/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  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
• 

  

  /27

  Est $687,854 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  79 Nob Hill Rd, Chatham, MA 02633

  79 Nob Hill Rd, 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
• 

  

  /55

  $650,000 Sold Jul 31, 2025

  • 1,813 Sq Ft
  • $359/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  1996 Main St, Chatham, MA 02633

  Welcome to 1996 Main Street in the picturesque town of Chatham, MA! This charming 3-bedroom, 2-bathroom ranch style home spans 1,813 square feet and is ready for your vision and creativity. With several essential updates already in place, including a new roof, fresh shingles, and a newer gas heating system, you can focus on adding your personal touch to make this house your dream retreat. The

  Shane Masaschi Compass

  1996 Main St, Chatham, MA 02633
• 

  

  /24

  Est $1,018,642 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  59 Nob Hill Rd, Chatham, MA 02633

  59 Nob Hill Rd, Chatham, MA 02633
• 

  

  /39

  $2,195,000 New Construction

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

  98 Horizon Dr, Chatham, MA 02633

  Ready to move-in! New construction and a great value in Chatham with deeded rights to Lover's Lake for swimming, fishing and boating and room for a future pool. Classic Cape Cod home sited high on Great Hills Estates with over 3000 s.f. with 3 BR's and 4.5 baths. Open floor plan offers great room with soaring vaulted ceilings, fireplace and adjacent cook's kitchen with center breakfast island and

  Lori Fanning Smith Compass Massachusetts, LLC

  98 Horizon Dr, Chatham, MA 02633
• 

  

  /42

  $11,500,000 Sold Jul 29, 2025

  • 5,308 Sq Ft
  • $2,167/SF
  • 9 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1963

  23 Oyster Pond Ln, Chatham, MA 02633

  Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England's most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  23 Oyster Pond Ln, Chatham, MA 02633
• 

  

  /47

  Est $808,206 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  190 Heritage Ln, Chatham, MA 02633

  190 Heritage Ln, Chatham, MA 02633
• 

  

  /29

  $1,195,000 Pending

  • 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 3 bedroom, 3 bath home offers ample privacy and outdoor living space. Built in 1984 with an addition & updates in 2004, the home is designed with flexibility for one floor living with a generous sized first level primary suite with gas fireplace, walk in closet, & outdoor access. The kitchen features abundant cabinet space, a

  Chris Rhinesmith Compass Massachusetts, LLC

  319 Riverview Dr, Chatham, MA 02633

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