Chatham MA Real Estate & Homes for Sale

In-town Chatham, 2018 custom-built home on a quiet cul-de-sac just a short stroll to village shops, restaurants, and Angler's baseball. This 3 BR, 4/1 Baths, 4,100 sf home is full of thoughtful upgrades including black walnut hardwood floors, office, 3-season porch, bonus sleeping areas for overflow guests, finished lower level, 3-zone natural gas heating/AC, two tankless water heaters, whole house generator, extensive Sonos sound system, outdoor shower, cobblestone driveway and stone patio surrounded by mature privacy plantings and irrigation. The open first-floor plan centers around a chef's kitchen with an oversized island, granite, gas range and pantry, a dining room & living room with custom cabinets, and a gas fireplace. Also on the first floor are an ensuite bedroom, mudroom, and laundry. The primary suite is on the 2nd floor along with the third bedroom and a sleeping loft. The finished lower level features a media room with surround sound, fitness area, pool table a half bath.

Enjoy Chatham's Charm and Beaches! Just five minutes from the warm and calm, salty waters and soft sandy beach of Oyster Pond. Experience the magic of Main Street, baseball games, concerts in the park, shopping, dining and much more, right from the convenience of your front or back door. MOVE IN READY 3 generous bedrooms, 2.5 upscale baths, lovely home boats light filled rooms on both floors, high ceilings, central air, recess lighting and more. At the end of a summer fun packed day, sit back and relax on your front porch and wind down for the evening, knowing that tomorrow you'll get to do it all over again. Maybe Lighthouse Beach is calling, a seal watch cruise or Chatham Bars Inn will do the trick. Easy breezy homeownership of a single family home with the convenience of condo living already connected on town sewer. The advantages of a free standing condo makes this the perfect vacation home in the heart of the beautiful seaside village of Chatham. Welcome Home!

In-town Chatham, 2018 custom-built home on a quiet cul-de-sac just a short distance to village shops, restaurants, and Angler's games. This 3 BR, 4/1 Baths, 4,105 sf home is full of thoughtful upgrades including black walnut hardwood floors, a home office overlooking a three-season porch, bonus sleeping areas for overflow guests, finished lower level, lots of storage, 3-zone heating/AC fueled by natural gas, two tankless water heaters, whole house generator, extensive Sonos sound system, outdoor shower, cobblestone driveway and stone patio surrounded by mature privacy plantings and lawn with irrigation. The open first-floor plan centers around a chef's kitchen with an oversized island, granite countertops, a gas range and pantry, a dining room, a living room with custom cabinets, and a gas fireplace. Also on the first floor are an ensuite bedroom, mudroom, and laundry. The primary suite is on the 2nd floor along with the third bedroom, a sleeping loft, and an additional full bath. The finished lower level features a media room with a 65'' TV and surround sound, fitness area, pool table and 1/2 bath. Move in for the summer of 2024!

Enjoy Chatham's Charm and Beaches! Just five minutes from the warm and calm, salty waters and soft sandy beach of Oyster Pond. Experience the magic of Main Street, baseball games, concerts in the park, shopping, dining and much more, right from the convenience of your front or back door. MOVE IN READY 3 generous bedrooms, 2.5 upscale baths, lovely home boats light filled rooms on both floors, high ceilings, central air, recess lighting and more. At the end of a summer fun packed day, sit back and relax on your front porch and wind down for the evening, knowing that tomorrow you'll get to do it all over again. Maybe Lighthouse Beach is calling, a seal watch cruise or Chatham Bars Inn will do the trick. Easy breezy homeownership of a single family home with the convenience of condo living already connected on town sewer. The advantages of a free standing condo makes this the perfect vacation home in the heart of the beautiful seaside village of Chatham. Welcome Home!

A special opportunity to own Chatham property in a great location at corner of Vineyard Ave. Just 0.5 miles to the town landing at the end of the road where you can jump in your kayak and explore Oyster Pond or paddle out to Stage Harbor and beyond. This property is brimming with opportunity. Give it a quick makeover or renovate to maximize value. Convenient to Pate's, Mac's, Dogfish Cantina, Larry's PX and shops of West Chatham; Hardings Beach and bike path nearby. This spacious home is a must see for anyone looking to open a business from their home (with town approval) or needing office space working from home or to house extra summer company or multigenerational living with a complete guest quarters set up on the second level. Zoned R20 with multi purpose use and on town sewer. This property served as both a single family home and The Chatham Jam and Jelly Shop for over 40 years by one local family. Don't miss your sweet chance to own a piece of jam-filled joy!

Truly a charming pristine condition Cape Cod home that is a must see! This lovely 3 bedroom 2 full bath ranch is set on .48 acres in sought after Chatham! The first floor boasts a beautiful eat-in kitchen, family room, two sun-filled dining areas and a living room with a gas insert fireplace. Two bedrooms and a full bath finish the main floor. Down stairs is a delightful finished walkout basement, with a family room, bedroom, full bath, bonus room and laundry. Attached is a 2 car garage that includes a third bay that could be used as a studio or workshop. Outside is an outdoor shower, large sunny deck and a big back yard for all your family to enjoy! This move-in ready home also features a new roof, new gutter guard system, irrigation, and central A/C. If you are looking for a second home or a wonderful rental property on the Cape please come and see us in Chatham!

First time offered in 30 years! Lovely Cape on the Loop and close to downtown. Boaters dream, includes deeded access to Oyster Pond and a mooring field via a private neighborhood path providing ideal boating access to Stage Harbor, Nantucket Sound and beyond. This home offers natural light throughout, 4 bedrooms and 3.5 baths. Features include kitchen with granite counters, HW floors and SS appliances. Kitchen opens to sun-filled living room w/ fireplace, cathedral ceiling, wood beams, a wall of windows, skylight, and slider that overlooks the deck and backyard. The yard is full of blooms, includes patio and gas fireplace, perfect for entertaining! 1st floor offers a primary suite with HW floors and updated bath with dbl vanity, walk-in shower and skylight. Second floor features an additional suite with dbl closets and bath, 2 generous size bedrooms and a full bath. The lower level offers versatile space, perfect for use as a recreation room, home office, or additional space guests.

Truly a charming pristine condition Cape Cod home that is a must see! This lovely 3 bedroom 2 full bath ranch is set on .48 acres in sought after Chatham! The first floor boasts a beautiful eat-in kitchen, family room, two sun-filled dining areas and a living room with a gas insert fireplace. Two bedrooms and a full bath finish the main floor. Down stairs is a delightful finished walkout basement, with a family room, bedroom, full bath, bonus room and laundry. Attached is a 2 car garage that includes a third bay that could be used as a studio or workshop. Outside is an outdoor shower, large sunny deck and a big back yard for all your family to enjoy! This move-in ready home also features a new roof, new gutter guard system, irrigation, and central A/C. If you are looking for a second home or a wonderful rental property on the Cape please come and see us in Chatham!

First time offered in 30 years! Lovely Cape on the Loop and close to downtown. Boaters dream, includes deeded access to Oyster Pond and a mooring field via a private neighborhood path providing ideal boating access to Stage Harbor, Nantucket Sound and beyond. This home offers natural light throughout, 4 bedrooms and 3.5 baths. Features include kitchen with granite counters, HW floors and SS appliances. Kitchen opens to sun-filled living room w/ fireplace, cathedral ceiling, wood beams, a wall of windows, skylight, and slider that overlooks the deck and backyard. The yard is full of blooms, includes patio and gas firepit, perfect for entertaining! 1st floor offers a primary suite with HW floors and updated bath with dbl vanity, walk-in shower and skylight. Second floor features an additional suite with dbl closets and bath, 2 generous size bedrooms and a full bath. The lower level offers versatile space, perfect for use as a recreation room, home office, or additional space guests.

Classic and quintessenially Chatham, this 3BR 2.5 bath Cape Cod home has been expanded and renovated over the years. Offering both peeks and access to Ryder's Cove and easy walk to Ryder's Cove Marina, this is a boat lovers paradise. Brimming with charming spaces from the sun filled sitting room with access to the private rear deck or the airy kitchen with butcher block countertops and breakfast nook to the more formal living room and dedicated dining room. The primary bedroom and full bath are privately located on one side of the second story and the two quest bedrooms and full back occupy the other wing. Oversized and private rear yard are home to a four bay barn/garage and possible future pool location. A potting shed, flowering trees and shrubs as well as a gentle path lead to deeded rights at water's edge for kayaking and fishing.

Savor lingering sunsets over Buck's Creek after a day at nearby Harding's Beach. This stylishly updated and immaculate turnkey 3 Bedroom, 3 Bath, 2,534 sf home is walking distance from one of Chatham's finest beaches. Recent upgrades include a new roof, skylights and gutters, new sliding glass doors, interior & exterior paint, central AC, a new gas furnace and water heater, wide plank pine floors, new bathroom vanities, tile floors and all-new stainless steel kitchen appliances. The main level features a well-equipped kitchen that opens to a living/dining room with a cathedral ceiling, beams, a wood-burning fireplace, and ever-changing tidal marsh views and sunsets. The kitchen and dining room open to a wood deck ideal for grilling and entertaining. Two bedrooms and a full bath with laundry round out the first floor. The private primary bedroom suite encompasses the entire second floor. The walk-out lower level consists of a family room and a study with a full bath for overflow guests that opens to the spacious backyard and patio where one can relax around the fire pit. Needless to say, ''Snow Beach'' has a terrific rental history and some rentals are in place for summer 2024.

Savor lingering sunsets over Buck's Creek after a day at Harding's Beach. This stylishly updated 3 BR, 3 Bath, 2,534 sf home is within walking distance of one of Chatham's finest beaches. Recent upgrades include a new roof, skylights, sliding glass doors, fresh paint, central AC, a new gas furnace & water heater, wide plank pine floors, new vanities, tile floors, and appliances. The 1st floor features a well-equipped kitchen that opens to a living/dining room with a cathedral ceiling, beams, fireplace, and ever-changing tidal marsh views and sunsets. The kitchen and dining room open to a deck ideal for entertaining. Two bedrooms and a full bath with laundry round out the 1st floor. The private primary bedroom suite encompasses the entire 2nd floor. The lower-level walk-out consists of a family room, study, and full bath for overflow guests, which opens to the backyard and patio with a fire pit. "Snow Beach" has a terrific rental history and some rentals are in place for summer 2024.

"High Noon" is a turnkey summer retreat and profitable investment property in one of Chatham's most sought-after Nantucket Sound beach neighborhoods. Thoughtfully updated in 2022, it is only .3 mi from Ridgevale Beach. Stepping inside, you will be greeted by a cozy sun-filled enclosed front porch that leads into the open living and dining room with fir hardwood floors. The home has central A/C and natural gas. The stunning kitchen has quartz countertops, and stainless-steel appliances, including a 6-burner Wolf gas stove, retro refrigerator and wine cooler. It opens to a large deck, perfect for outdoor dining and entertaining. The first floor also features a bedroom, full bath and laundry. The spacious second-floor primary en-suite bedroom has a luxurious new full bath. The separately accessed lower-level walk-out offers bonus rooms and a full bath. Between the close proximity to Ridgevale Beach and Chatham's village shops, it is no wonder "High Noon" has such a stellar rental history.

''High Noon'' is a cozy summer retreat and profitable investment property in one of Chatham's most sought-after Nantucket Sound beach neighborhoods. The house was recently updated in 2022 and is conveniently located only .3 miles from the beautiful Ridgevale Beach. As you step inside, you will be greeted by a sun-filled enclosed front porch that leads into the open living room and dining area with glowing fir hardwood floors. The home has central air conditioning and is fueled by natural gas. The kitchen is stunning, with quartz counters and top-of-the-line stainless-steel appliances, including a 6-burner gas stove, a dishwasher, a beverage refrigerator, and a retro refrigerator. The kitchen opens to a large deck, perfect for outdoor dining and entertaining. The first floor also features a cozy bedroom, laundry facilities, and a full bathroom. The spacious second-floor primary en-suite bedroom has a luxurious new full bathroom. Finally, the separately accessed walk-out lower level offers bonus rooms and a full bath. Between the close proximity to Ridgevale Beach and downtown Chatham less than 3 miles away, it is no wonder why ''High Noon'' has such a stellar rental history.

You will have no worries in this independent living community in a desirable location in the heart of Chatham. Enjoy the peace of mind that comes with maintenance free living, 24 hour security/concierge services, and an in-unit emergency call safety system in this move-in ready two bedroom, two-bath condo with a full sized kitchen, stackable washer/dryer, central AC, and outdoor patio. Light and bright with an en-suite master, fresh paint and new carpeting. Gather with neighbors in the ample common areas, including dining room, library, solarium, crafts/game room, exercise room, and visitor's suite. Complimentary coffee and muffins for breakfast and Friday night optional three-course meal for dinner. Garage parking for one car and additional unassigned outdoor parking. Monthly HOA/Condo fee inclusive of all utilities, 24 hour Concierge, landscaping, snow removal, trash pickup and security.

Enclosed in a secluded setting, this charming ranch-style home is the epitome of tranquil living. Stepping inside you'll find a thoughtfully designed interior that seamlessly combines comfort with understated elegance. The spacious layout offers plenty of natural light, & the open-concept kitchen & living area create a welcoming space for family gatherings or quiet evenings at home. With its' desirable location & inviting atmosphere, this property is the perfect retreat from the hustle and bustle of everyday life. The lower walk-out level has an inviting bedroom and recreation room, complemented by its own bath. Relax on your private wraparound deck, perfect for birdwatching or reading your favorite novel. Enjoy the benefits of the owner-owned solar panels, which not only reduces the carbon footprint but also generates a yearly income. Embrace the opportunity for further enhancements with a certified architectural plan provided by the seller for a two-car garage.

Don't miss out on this classic cape-style home nestled in the heart of Chatham! Boasting a rare 4-bedroom, 2-bath layout, it offers spacious living for all. Revel in the elegance of brand new seamless hardwood oak flooring throughout, while the new roof and electrical panel ensure worry-free living. The kitchen is a culinary haven with sleek quartz countertops, ideal for entertaining. Step into the relaxed Cape Cod lifestyle with an easy stroll to Ridgevale Beach. Plus, enjoy proximity to shops, restaurants, Harding Beach, and the Cape Cod Rail Trail. With a garage featuring additional space upstairs and an EV level 2 charging station, this home is ready to impress. Schedule your private showing today!

Nestled on a quiet side street in one of America's most charming coastal towns, this Chatham home has been fully renovated, every surface newly re-crafted, including new a/c and appliances and is perfectly ready to welcome its new owners in time for a carefree summer. Stylish finishes and abundant natural lighting greets you throughout this charming 4 br, 2 bath Cape, filtering in through oversized windows, and glistens off the refinished light pine floors. The renovations include a splattering of whimsy with retro new custom appliances, carefully chosen hardware upgrades and modern glassed in shower in the brand new bath. Outside, the manicured backyard provides an idyllic setting for outdoor entertaining or relaxation, complete with a patio and lush landscaping. Located just moments from Frost Fish Trail for hiking, Chatham's charming downtown area and pristine beaches, this renovated gem offers the epitome of Cape Cod living.

Located in the sought-after Chatham area, this charming property awaits your personal touch to an already beautiful renovation or possible further expansion. Situated close to the iconic Chatham Fish Pier, picturesque Oyster Pond, and the vibrant downtown with its array of shops and restaurants, this home offers the perfect blend of convenience and coastal living. Step inside to discover an inviting open concept that seamlessly connects the spacious living room to the cathedral ceiling kitchen and dining area. Sunlight streams through a skylight, illuminating the space and creating a warm, welcoming ambiance. The backyard is easily accessible from the dining area, offering endless possibilities for entertaining family and friends. Immerse yourself in the local culture by catching a movie at the Chatham Orpheum Theater or cheering on the local A's Baseball Team. Whether you're seeking a year-round residence or summer getaway, this two-bedroom, one-and-a-half-bathroom home is a true gem.

Located in the sought-after Chatham area, this charming property awaits your personal touch to an already beautiful renovation or possible further expansion. Situated close to the iconic Chatham Fish Pier, picturesque Oyster Pond, and the vibrant downtown with its array of shops and restaurants, this home offers the perfect blend of convenience and coastal living. Step inside to discover an inviting open concept that seamlessly connects the spacious living room to the cathedral ceiling kitchen and dining area. Sunlight streams through a skylight, illuminating the space and creating a warm, welcoming ambiance. The backyard is easily accessible from the dining area, offering endless possibilities for entertaining family and friends. Immerse yourself in the local culture by catching a movie at the Chatham Orpheum Theater or cheering on the local A's Baseball Team. Whether you're seeking a year-round residence or summer getaway, this two-bedroom, one-and-a-half-bathroom home is a true gem.

Enclosed in a secluded setting, this charming ranch-style home is the epitome of tranquil living. As you step inside, you'll find a thoughtfully designed interior that seamlessly combines comfort with understated elegance. The spacious layout offers plenty of natural light, & the open-concept kitchen & living area create a welcoming space for family gatherings or quiet evenings at home. With its desirable location & inviting atmosphere, this property is the perfect retreat from the hustle and bustle of everyday life. This property offers a unique bonus: separate quarters, perfect for grandchildren or out-of-town guests. With a private entrance, this versatile space provides comfort and privacy, ensuring everyone feels at home. Whether you're hosting family gatherings or welcoming friends from afar. You can also relax on your private wraparound deck. Perfect for birdwatching or reading your favorite book. Enjoy the benefits of owner-owned solar panels, which not only reduces your carbon footprint but also generates a yearly income. Embrace the opportunity for further enhancements with certified architectural plans provided by the seller for a two-car garage

A special opportunity to own Chatham property in a great location at corner of Vineyard Ave. Just 0.5 miles to the town landing at the end of the road where you can jump in your kayak and explore Oyster Pond or paddle out to Stage Harbor and beyond. This property is brimming with opportunity. Give it a quick makeover or renovate to maximize value. Convenient to Pate's, Mac's, Dogfish Cantina, Larry's PX and shops of West Chatham; Hardings Beach and bike path nearby. This spacious home is a must see for anyone looking to open a business from their home (with town approval) need office space working from home or to house extra summer company or multigenerational living with a complete guest quarters set up on the second level. Zoned R20 with multi purpose use and on town sewer. This property served as both a single family home and The Chatham Jam and Jelly Shop for over 40 years by one local family. Whether you're a jam connoisseur or simply appreciate a touch of nostalgia, this unique property offers a slice of history and the perfect recipe for a sweet life. Don't miss your chance to own a piece of jam-filled joy!

Available for the first time in 50 years, this lovingly maintained 4 bedroom 2 bath home is a blend of a traditional Cape style home with a contemporary flair surrounded by established trees and thoughtful, mature plantings. There have been many personal touches and renovations throughout the years. The brick patio with a wisteria covered pergola and fish pond immediately greets you offering a perfect mix of a sunlit home within a shaded wooded lot. The kitchen is a spacious, eat-in, open style with a breakfast bar. The living room, den and first floor bedroom all have hardwood flooring and there is a first level bathroom. The remaining 3 bedrooms are on the second floor with a full bathroom. The 3rd bedroom has a cathedral ceiling and was once used as an artists studio. It's a bright and airy space with privacy. The lower level has a bonus room that can be used as a recreation room and has a sliding glass door leading to the side and back yard. The Cape Cod Rail Trail is around the co

Available for the first time in 50 years, this lovingly maintained 4 bedroom 2 bath home is a blend of a traditional Cape style home with a contemporary flair surrounded by established trees and thoughtful, mature plantings. There have been many personal touches and renovations throughout the years. The brick patio with a wisteria covered pergola and fish pond immediately greets you offering a perfect mix of a sunlit home within a shaded wooded lot. The kitchen is a spacious, eat-in, open style with a breakfast bar. The living room, den and first floor bedroom all have hardwood flooring and there is a first level bathroom. The remaining 3 bedrooms are on the second floor with a full bathroom. The 3rd bedroom has a cathedral ceiling and was once used as an artists studio. It's a bright and airy space with privacy. The lower level has a bonus room that can be used as a recreation room and has a sliding glass door leading to the side and back yard. The Cape Cod Rail Trail is around the corner and Downtown Chatham and White Pond are just a mile away with Oyster Pond is just over a mile away . The solar panels are owned and have covered the cost of electricity for years.

Constructed by Eastward Companies in 2018, this stunning home is situated on a premium corner lot where you are just a short stroll to Chatham Bars Inn, Chatham Pier and Fish Market and town!The first-floor open concept features a large family room, formal dining room, gourmet kitchen with breakfast nook with sliding doors to an in-ground heated pool and spa - all ideal for outdoor entertaining. Ascend to the second floor to a large family room, office and four well-appointed en suite bedrooms. Additional amenities include a white stone driveway with abundant parking for family and friends, generator, irrigation, newly installed outdoor shower, two car attached garage, and meticulous landscaping with lighting.