946 properties for sale in Orleans, Orleans town Barnstable County Massachusetts

Chestnut Cir
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Condo · for sale
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Chestnut Cir
Orleans, Orleans town Barnstable County Massachusetts
· 2 Bedrooms · 1 Bath · Condo
Orleans, Orleans town Barnstable County Massachusetts · 2 Bedrooms · 1 Bath · Condo
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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Shattuck Pl
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House · for sale
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Shattuck Pl
Orleans, Orleans town Barnstable County Massachusetts
· 893 sq.ft · 2 Bedrooms · 1 Bath · House
Orleans, Orleans town Barnstable County Massachusetts · 893 sq.ft · 2 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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Countryside Dr
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House · for sale
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Countryside Dr
Orleans, Orleans town Barnstable County Massachusetts
· 1,033 sq.ft · 2 Bedrooms · 1 Bath · House
Orleans, Orleans town Barnstable County Massachusetts · 1,033 sq.ft · 2 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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Winslow Gray Rd
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House · for sale
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Winslow Gray Rd
Orleans, Orleans town Barnstable County Massachusetts
· 861 sq.ft · 1 Bedroom · 2 Baths · House
Orleans, Orleans town Barnstable County Massachusetts · 861 sq.ft · 1 Bedroom · 2 Baths · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
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house with 3 bedroom, West Yarmouth MA ES104832203
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House · for sale
USD 575,000
USD 452/sq.ft
house with 3 bedroom, West Yarmouth MA ES104832203
Orleans, Orleans town Barnstable County Massachusetts
· 1,270 sq.ft · 3 Bedrooms · House
· Fireplace · Equipped kitchen · Parking · Cellar
Orleans, Orleans town Barnstable County Massachusetts · 1,270 sq.ft · 3 Bedrooms · House · Fireplace · Equipped kitchen · Parking · Cellar
Very spacious 3 bedroom ranch in very convenient location close to Plashes Pond and walking trails. As you enter the living room you will be welcomed by a large brick 2 sided fireplace to also be enjoyed also in the dining area. You will love the shiny solid oak floors in the 3 bedrooms, dining area and hallway. The kitchen is large and open and comes with all the appliances. There is convenient first level laundry. For relaxing and entertaining you have a screened in porch viewing the woods and nature. There is plenty of storage in the tremendous over sized garage plus full basement with lot's of windows. There is a brand new leach field for 3 bedrooms installed in May 2026. New 30 year roof installed in 2008. Occupancy can be immediate and you can enjoy the best of Cape Cod now!
Very spacious 3 bedroom ranch in very convenient location close to Plashes Pond and walking trails. As you enter the living room you will be welcomed by a large brick 2 sided fireplace to also be enjoyed also in the dining area. You will love the shiny solid oak floors in the 3 bedrooms, dining area and hallway. The kitchen is large and open and comes with all the appliances. There is convenient first level laundry. For relaxing and entertaining you have a screened in porch viewing the woods and nature. There is plenty of storage in the tremendous over sized garage plus full basement with lot's of windows. There is a brand new leach field for 3 bedrooms installed in May 2026. New 30 year roof installed in 2008. Occupancy can be immediate and you can enjoy the best of Cape Cod now!
USD 575,000
house with 3 bedroom, West Yarmouth MA ES104848723
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House · for sale
USD 560,000
USD 542/sq.ft
house with 3 bedroom, West Yarmouth MA ES104848723
Orleans, Orleans town Barnstable County Massachusetts
· 1,033 sq.ft · 3 Bedrooms · House
· Garden · Deck · Equipped kitchen
Orleans, Orleans town Barnstable County Massachusetts · 1,033 sq.ft · 3 Bedrooms · House · Garden · Deck · Equipped kitchen
Located in the desirable Sea Gull Beach area, this charming cottage offers 2-3 bedrooms and endless potential to make it your own. Hardwood floors enhance the main living area and primary bedroom, while two additional bedrooms feature wall-to-wall carpeting. A versatile rear room with a kitchenette, half bath, and separate entrance offers added flexibility and is currently being used as part of the cottage. Step outside to a large, private backyard with a spacious deck, perfect for relaxing, entertaining, or enjoying summer evenings. An updated outdoor shower provides the ideal spot to rinse off after a day at the beach, and the 10' x 14' garden shed offers ample storage for beach gear, gardening tools, and outdoor equipment. Current owners have used as a seasonal cottage, this property presents an excellent opportunity to renovate, update, or customize to your own style in one of the area's most sought-after beach neighborhoods. The property is being sold as is. The furnace does not f
Located in the desirable Sea Gull Beach area, this charming cottage offers 2-3 bedrooms and endless potential to make it your own. Hardwood floors enhance the main living area and primary bedroom, while two additional bedrooms feature wall-to-wall carpeting. A versatile rear room with a kitchenette, half bath, and separate entrance offers added flexibility and is currently being used as part of the cottage. Step outside to a large, private backyard with a spacious deck, perfect for relaxing, entertaining, or enjoying summer evenings. An updated outdoor shower provides the ideal spot to rinse off after a day at the beach, and the 10' x 14' garden shed offers ample storage for beach gear, gardening tools, and outdoor equipment. Current owners have used as a seasonal cottage, this property presents an excellent opportunity to renovate, update, or customize to your own style in one of the area's most sought-after beach neighborhoods. The property is being sold as is. The furnace does not f
USD 560,000
house with 4 bedroom, Brewster MA ES104811705
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House · for sale
USD 1,275,000
USD 374/sq.ft
house with 4 bedroom, Brewster MA ES104811705
Orleans, Orleans town Barnstable County Massachusetts
· 3,401 sq.ft · 4 Bedrooms · House
Orleans, Orleans town Barnstable County Massachusetts · 3,401 sq.ft · 4 Bedrooms · House
Welcome to 155 Damon Rd, a stunning family built home offering a perfect retreat in the heart of Brewster, MA. With 3404 square feet of thoughtfully designed living space, this 4-bedroom, 3.5-bath home is filled with beauty and functionality. Whether you're looking for a year-round residence or a relaxing getaway, this property has everything you need. Inside, you'll discover a spacious and inviting interior, ideal for family gatherings or enjoying quiet evenings at home. The 4 generously sized bedrooms provide plenty of options for living space, work-from-home needs, or guests. The 3.5 bathrooms add convenience and comfort for everyone in the household. This home's layout is designed to maximize both space and flexibility, offering the perfect balance between open areas for connection and private retreats for relaxation. Set on serene Griffith's Pond in picturesque town of Brewster, this property is nestled in a desirable location where you can enjoy all that Cape Cod has to offer. Co
Welcome to 155 Damon Rd, a stunning family built home offering a perfect retreat in the heart of Brewster, MA. With 3404 square feet of thoughtfully designed living space, this 4-bedroom, 3.5-bath home is filled with beauty and functionality. Whether you're looking for a year-round residence or a relaxing getaway, this property has everything you need. Inside, you'll discover a spacious and inviting interior, ideal for family gatherings or enjoying quiet evenings at home. The 4 generously sized bedrooms provide plenty of options for living space, work-from-home needs, or guests. The 3.5 bathrooms add convenience and comfort for everyone in the household. This home's layout is designed to maximize both space and flexibility, offering the perfect balance between open areas for connection and private retreats for relaxation. Set on serene Griffith's Pond in picturesque town of Brewster, this property is nestled in a desirable location where you can enjoy all that Cape Cod has to offer. Co
USD 1,275,000
house with 4 bedroom, Dennis MA ES104810541
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House · for sale
USD 4,750,000
USD 2,479/sq.ft
house with 4 bedroom, Dennis MA ES104810541
Orleans, Orleans town Barnstable County Massachusetts
· 1,916 sq.ft · 4 Bedrooms · House
· Parking · Deck
Orleans, Orleans town Barnstable County Massachusetts · 1,916 sq.ft · 4 Bedrooms · House · Parking · Deck
Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come
Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come
USD 4,750,000
4 bedroom, Cummaquid MA 02675 104810158
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House · for sale
USD 1,499,000
USD 300/sq.ft
4 bedroom, Cummaquid MA 02675 104810158
Orleans, Orleans town Barnstable County Massachusetts
· 4,994 sq.ft · 4 Bedrooms · 4 Baths · House
· Garden · Swimming pool · Fireplace · Equipped kitchen
Orleans, Orleans town Barnstable County Massachusetts · 4,994 sq.ft · 4 Bedrooms · 4 Baths · House · Garden · Swimming pool · Fireplace · Equipped kitchen
Life at 64 Wingfoot Drive starts with a spectacular sunrises over the 17th fairway of Cummaquid Golf Course. This isn't just a place to live; it's a spacious, welcoming base for family holidays, summer weekends, and effortless entertaining. Inside, the home breathes luxury without the pretense. Soaring ceilings throughout the main living areas and kitchen create an airy, expansive feel, anchored by the warmth of both wood-burning and gas fireplaces. When you aren't on the course, the sunroom is the perfect spot for morning coffee, while the primary suite offers a true retreat featuring a deep, standalone soaking tub. Outside, the property transitions into a private backyard club of your own. You can tend to the garden, unwind in the hot tub, or gather generations around the outdoor fire pit for post-golf cocktails under the stars. Complete with generous storage for all your gear, this property perfectly captures that elusive balance of sophisticated country club proximity and relaxed,
Life at 64 Wingfoot Drive starts with a spectacular sunrises over the 17th fairway of Cummaquid Golf Course. This isn't just a place to live; it's a spacious, welcoming base for family holidays, summer weekends, and effortless entertaining. Inside, the home breathes luxury without the pretense. Soaring ceilings throughout the main living areas and kitchen create an airy, expansive feel, anchored by the warmth of both wood-burning and gas fireplaces. When you aren't on the course, the sunroom is the perfect spot for morning coffee, while the primary suite offers a true retreat featuring a deep, standalone soaking tub. Outside, the property transitions into a private backyard club of your own. You can tend to the garden, unwind in the hot tub, or gather generations around the outdoor fire pit for post-golf cocktails under the stars. Complete with generous storage for all your gear, this property perfectly captures that elusive balance of sophisticated country club proximity and relaxed,
USD 1,499,000
3 bedroom, Chatham MA 02633 104899382
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House · for sale
USD 9,995,000
USD 3,247/sq.ft
3 bedroom, Chatham MA 02633 104899382
Orleans, Orleans town Barnstable County Massachusetts
· 3,078 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Parking · Swimming pool
Orleans, Orleans town Barnstable County Massachusetts · 3,078 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Parking · Swimming pool
Shore Road is more than an address. It's a feeling. The moment you turn onto it, the mood quietly shifts. Clipped hedges, impossibly pretty gardens, sparkling water views, and the grand Chatham Bars Inn create a storybook setting. Offered for the first time in almost four decades, 'Offshore' encompasses more than an acre on Shore Road - an exceptional combination of land, privacy, and possibility. Beyond the home's welcoming presence, a surprisingly private landscape unfolds, where mature plantings, a sweeping lawn, a carriage-style garage, and a swimming pool create an extraordinary retreat. Inside, the home was designed for gracious living, with spacious rooms and classic details, equally suited to entertaining or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs, charming windows frame picture-perfect coastal scenes. Whether enjoyed as it is today or reimagined, this is a rare oppor
Shore Road is more than an address. It's a feeling. The moment you turn onto it, the mood quietly shifts. Clipped hedges, impossibly pretty gardens, sparkling water views, and the grand Chatham Bars Inn create a storybook setting. Offered for the first time in almost four decades, 'Offshore' encompasses more than an acre on Shore Road - an exceptional combination of land, privacy, and possibility. Beyond the home's welcoming presence, a surprisingly private landscape unfolds, where mature plantings, a sweeping lawn, a carriage-style garage, and a swimming pool create an extraordinary retreat. Inside, the home was designed for gracious living, with spacious rooms and classic details, equally suited to entertaining or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs, charming windows frame picture-perfect coastal scenes. Whether enjoyed as it is today or reimagined, this is a rare oppor
USD 9,995,000
house with 3 bedroom, Chatham MA ES104920871
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House · for sale
USD 1,280,000
USD 563/sq.ft
New
house with 3 bedroom, Chatham MA ES104920871
Orleans, Orleans town Barnstable County Massachusetts
· 2,271 sq.ft · 3 Bedrooms · House
· Garden · Parking · Deck · Equipped kitchen · Air conditioning · Swimming pool · Cellar
Orleans, Orleans town Barnstable County Massachusetts · 2,271 sq.ft · 3 Bedrooms · House · Garden · Parking · Deck · Equipped kitchen · Air conditioning · Swimming pool · Cellar
Comfortable, Cape style 3 bedroom home with free standing 2 car garage, set way back from the road on a level.6+ acre lot; room for a swimming pool. Large fireplaced living room, Updated chef's kitchen, newer A/C splits, fenced, sunny back yard with deck, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Unfinished second floor offers expansion potential. Potential ADU. Large unfinished basement and newer utilities. Potential development for up to 6 units
Comfortable, Cape style 3 bedroom home with free standing 2 car garage, set way back from the road on a level.6+ acre lot; room for a swimming pool. Large fireplaced living room, Updated chef's kitchen, newer A/C splits, fenced, sunny back yard with deck, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Unfinished second floor offers expansion potential. Potential ADU. Large unfinished basement and newer utilities. Potential development for up to 6 units
USD 1,280,000
house with 3 bedroom, West Yarmouth MA ES104921691
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House · for sale
USD 769,000
USD 388/sq.ft
New
house with 3 bedroom, West Yarmouth MA ES104921691
Orleans, Orleans town Barnstable County Massachusetts
· 1,981 sq.ft · 3 Bedrooms · House
· Office room · Fireplace · Equipped kitchen · Cellar
Orleans, Orleans town Barnstable County Massachusetts · 1,981 sq.ft · 3 Bedrooms · House · Office room · Fireplace · Equipped kitchen · Cellar
Style, location, and function place this charming Cape Cod Colonial in a class by itself! Nestled in a serene neighborhood of lovingly maintained homes, this light-filled 3 bedroom, 2 1/2 bath beauty boasts gleaming hardwood floors, a gorgeous, updated kitchen with custom-designed cabinetry and granite countertops, an open and inviting dining room, and a spacious living room complete with a wood-burning fireplace that adds just the right touch of coziness to quiet nights in or a gathering of family and friends. A bonus room and full bath with washer and dryer complete the first floor. The second floor contains three bedrooms, including a large primary bedroom with a sizable walk-in closet, two additional bedrooms, a bonus room and a lovely full bath with large linen closet. The wonderfully dry finished basement includes a large recreation space, a bonus room perfect for an office or den, and a half bath. The bonus room on each floor provides endless possibilities for modern multi-purpo
Style, location, and function place this charming Cape Cod Colonial in a class by itself! Nestled in a serene neighborhood of lovingly maintained homes, this light-filled 3 bedroom, 2 1/2 bath beauty boasts gleaming hardwood floors, a gorgeous, updated kitchen with custom-designed cabinetry and granite countertops, an open and inviting dining room, and a spacious living room complete with a wood-burning fireplace that adds just the right touch of coziness to quiet nights in or a gathering of family and friends. A bonus room and full bath with washer and dryer complete the first floor. The second floor contains three bedrooms, including a large primary bedroom with a sizable walk-in closet, two additional bedrooms, a bonus room and a lovely full bath with large linen closet. The wonderfully dry finished basement includes a large recreation space, a bonus room perfect for an office or den, and a half bath. The bonus room on each floor provides endless possibilities for modern multi-purpo
USD 769,000
3 bedroom, South Dennis MA 02660 104812029
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House · for sale
USD 1,499,900
USD 651/sq.ft
3 bedroom, South Dennis MA 02660 104812029
Orleans, Orleans town Barnstable County Massachusetts
· 2,303 sq.ft · 3 Bedrooms · 4 Baths · House
· Equipped kitchen
Orleans, Orleans town Barnstable County Massachusetts · 2,303 sq.ft · 3 Bedrooms · 4 Baths · House · Equipped kitchen
This exceptional custom-built Cape-style home combines timeless architecture with modern luxury, set high atop a hill with breathtaking sunrise and sunset views. Thoughtfully designed, the home offers sophisticated finishes, spacious living areas, and an open floor plan ideal for both everyday living and entertaining. Classic doghouse dormers and striking curb appeal welcome you into a sun-filled interior featuring soaring coffered ceilings, abundant windows, and light-colored hardwood flooring throughout. The stunning chef's kitchen is equipped with high-end appliances, custom cabinetry, premium countertops, and a large center island perfect for gathering and entertaining. The open-concept layout flows seamlessly into the elegant fireplaced living room, creating a warm and inviting atmosphere with generous space for hosting. Each of the three oversized bedrooms (up and downstairs primary) features its own private en suite bathroom and spacious walk-in closet, offering exceptional comf
This exceptional custom-built Cape-style home combines timeless architecture with modern luxury, set high atop a hill with breathtaking sunrise and sunset views. Thoughtfully designed, the home offers sophisticated finishes, spacious living areas, and an open floor plan ideal for both everyday living and entertaining. Classic doghouse dormers and striking curb appeal welcome you into a sun-filled interior featuring soaring coffered ceilings, abundant windows, and light-colored hardwood flooring throughout. The stunning chef's kitchen is equipped with high-end appliances, custom cabinetry, premium countertops, and a large center island perfect for gathering and entertaining. The open-concept layout flows seamlessly into the elegant fireplaced living room, creating a warm and inviting atmosphere with generous space for hosting. Each of the three oversized bedrooms (up and downstairs primary) features its own private en suite bathroom and spacious walk-in closet, offering exceptional comf
USD 1,499,900
condo with 4 bedroom, Dennis MA ES104810484
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Condo · for sale
USD 729,000
USD 305/sq.ft
condo with 4 bedroom, Dennis MA ES104810484
Orleans, Orleans town Barnstable County Massachusetts
· 2,390 sq.ft · 4 Bedrooms · Condo
Orleans, Orleans town Barnstable County Massachusetts · 2,390 sq.ft · 4 Bedrooms · Condo
Renovated in 2024, this exceptional two-level home in the highly sought-after West Dennis area offers endless possibilities. Located less than a mile from the pristine shores of West Dennis Beach, it perfectly blends modern comfort with coastal charm. Whether you're looking for a spacious year-round residence, a relaxing vacation retreat, or an income-generating investment, this home's versatile layout and prime location provide the ideal foundation for your vision. The first floor currently generates approximately $25,000 per year in rental income. Don't miss the opportunity to make this beautifully updated property your own
Renovated in 2024, this exceptional two-level home in the highly sought-after West Dennis area offers endless possibilities. Located less than a mile from the pristine shores of West Dennis Beach, it perfectly blends modern comfort with coastal charm. Whether you're looking for a spacious year-round residence, a relaxing vacation retreat, or an income-generating investment, this home's versatile layout and prime location provide the ideal foundation for your vision. The first floor currently generates approximately $25,000 per year in rental income. Don't miss the opportunity to make this beautifully updated property your own
USD 729,000
house with 4 bedroom, Dennis MA ES104946736
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House · for sale
USD 2,200,000
USD 892/sq.ft
New
house with 4 bedroom, Dennis MA ES104946736
Orleans, Orleans town Barnstable County Massachusetts
· 2,465 sq.ft · 4 Bedrooms · House
· Office room · Fireplace · Equipped kitchen · Cellar
Orleans, Orleans town Barnstable County Massachusetts · 2,465 sq.ft · 4 Bedrooms · House · Office room · Fireplace · Equipped kitchen · Cellar
Location, location, location! This spacious 1 owner 4-bedroom, 3-bath home is perfectly situated in one of Dennis' most desirable beachside neighborhoods! Enjoy a short walk to Bayview Beach or take a leisurely stroll to the stunning shores of Mayflower and Chapin Beaches all connected by 1 shoreline! Close to everything yet tucked away on a quiet dead end road. Inside, you'll find a beautifully designed chef's kitchen complete with a 6 gas burner stove, built-in fryer, perfect for entertaining family and friends. The dramatic brick fireplace serves as the centerpiece of the living room, creating a warm and inviting gathering space along with beautiful wide pine floors that were just refinished. A bright sunroom offers the perfect spot to relax and enjoy your morning coffee.The partially finished basement provides valuable additional living space, featuring a home office with plenty of unfinished storage for all your needs. Don't wait, this one won't last!
Location, location, location! This spacious 1 owner 4-bedroom, 3-bath home is perfectly situated in one of Dennis' most desirable beachside neighborhoods! Enjoy a short walk to Bayview Beach or take a leisurely stroll to the stunning shores of Mayflower and Chapin Beaches all connected by 1 shoreline! Close to everything yet tucked away on a quiet dead end road. Inside, you'll find a beautifully designed chef's kitchen complete with a 6 gas burner stove, built-in fryer, perfect for entertaining family and friends. The dramatic brick fireplace serves as the centerpiece of the living room, creating a warm and inviting gathering space along with beautiful wide pine floors that were just refinished. A bright sunroom offers the perfect spot to relax and enjoy your morning coffee.The partially finished basement provides valuable additional living space, featuring a home office with plenty of unfinished storage for all your needs. Don't wait, this one won't last!
USD 2,200,000
3 bedroom, Brewster MA 02631 104849302
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House · for sale
USD 2,492,000
USD 1,665/sq.ft
3 bedroom, Brewster MA 02631 104849302
Orleans, Orleans town Barnstable County Massachusetts
· 1,496 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck · Equipped kitchen
Orleans, Orleans town Barnstable County Massachusetts · 1,496 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Equipped kitchen
This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place. swim, play and enjoy the world renowned Brewster tidal flats, kayaking and the warm sun! The adorable main house offers idyllic Brewster living with multiple waterviews, sliders to deck, sandy beach path, kitchen, dining, living room plus family room and 2-bdrms up. The cottage offers a unique separate studio, seasonal living space with own kitchen/bedroom/bath. A fabulous spot for overflow guests. This is an incredible rental property in high demand year after year with returning guests. A waterfront gem with its own private beach on Cape Cod Bay doesn't come along very often!
This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place. swim, play and enjoy the world renowned Brewster tidal flats, kayaking and the warm sun! The adorable main house offers idyllic Brewster living with multiple waterviews, sliders to deck, sandy beach path, kitchen, dining, living room plus family room and 2-bdrms up. The cottage offers a unique separate studio, seasonal living space with own kitchen/bedroom/bath. A fabulous spot for overflow guests. This is an incredible rental property in high demand year after year with returning guests. A waterfront gem with its own private beach on Cape Cod Bay doesn't come along very often!
USD 2,492,000
condo with 1 bedroom, Dennis MA ES104833987
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Condo · for sale
USD 295,000
USD 806/sq.ft
condo with 1 bedroom, Dennis MA ES104833987
Orleans, Orleans town Barnstable County Massachusetts
· 366 sq.ft · 1 Bedroom · Condo
· Deck · Equipped kitchen
Orleans, Orleans town Barnstable County Massachusetts · 366 sq.ft · 1 Bedroom · Condo · Deck · Equipped kitchen
Charming year-round condo in the heart of Dennis Port! This cozy unit features gas heat, a functional kitchen, comfortable living room, one bedroom, and a 3/4 bath with shower. Enjoy your morning coffee or evening breeze on the private back deck. Perfect as a Cape escape or investment opportunity, this low-maintenance property offers convenience and coastal charm. Ideally located within walking distance to the beloved Sundae School Ice Cream and the sandy shores of Sea Street Beach. Don't miss this opportunity to own a slice of Cape Cod living! Buyers and Buyers agents to confirm all information contained herein
Charming year-round condo in the heart of Dennis Port! This cozy unit features gas heat, a functional kitchen, comfortable living room, one bedroom, and a 3/4 bath with shower. Enjoy your morning coffee or evening breeze on the private back deck. Perfect as a Cape escape or investment opportunity, this low-maintenance property offers convenience and coastal charm. Ideally located within walking distance to the beloved Sundae School Ice Cream and the sandy shores of Sea Street Beach. Don't miss this opportunity to own a slice of Cape Cod living! Buyers and Buyers agents to confirm all information contained herein
USD 295,000
3 bedroom, Brewster MA 02631 104834690
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House · for sale
USD 589,000
USD 430/sq.ft
3 bedroom, Brewster MA 02631 104834690
Orleans, Orleans town Barnstable County Massachusetts
· 1,367 sq.ft · 3 Bedrooms · 2 Baths · House
Orleans, Orleans town Barnstable County Massachusetts · 1,367 sq.ft · 3 Bedrooms · 2 Baths · House
Discover one of Brewster's most affordable single-family opportunities at 236 Freemans Way, a charming and lovingly maintained 3-bedroom, 2-bathroom home located just moments from the Captains Golf Course and the Cape Cod Rail Trail. Offering incredible value, the property features a 4-bedroom septic system, providing a path for future expansion and equity growth. This is an ideal opportunity for a savvy buyer or investor, with reliable long-term, year-round tenants in place through Aug 31, 2026. Whether you are looking for a future primary residence or a high-potential investment in a prime Cape Cod location, this well-cared-for home delivers both stability and lifestyle
Discover one of Brewster's most affordable single-family opportunities at 236 Freemans Way, a charming and lovingly maintained 3-bedroom, 2-bathroom home located just moments from the Captains Golf Course and the Cape Cod Rail Trail. Offering incredible value, the property features a 4-bedroom septic system, providing a path for future expansion and equity growth. This is an ideal opportunity for a savvy buyer or investor, with reliable long-term, year-round tenants in place through Aug 31, 2026. Whether you are looking for a future primary residence or a high-potential investment in a prime Cape Cod location, this well-cared-for home delivers both stability and lifestyle
USD 589,000
house with 5 bedroom, Dennis MA ES104853602
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House · for sale
USD 3,999,999
USD 827/sq.ft
house with 5 bedroom, Dennis MA ES104853602
Orleans, Orleans town Barnstable County Massachusetts
· 4,833 sq.ft · 5 Bedrooms · House
· Office room · Deck · Equipped kitchen
Orleans, Orleans town Barnstable County Massachusetts · 4,833 sq.ft · 5 Bedrooms · House · Office room · Deck · Equipped kitchen
This beautiful Coastal New England / Nantucket-style shingle home overlooks scenic W. Dennis Beach and is abutted by Uncle Stephen's Pond. Custom built in 2016 by Pecoy Signature Homes, the residence spreads 5-bedrooms and 5.5 baths over 4,834 square feet of thoughtfully designed living space, with natural light and water views showcased throughout. A gracious entry introduces an expansive open-concept layout. The main level features a stunning great room, private office, mudroom, laundry, and multiple dining areas, all centered around a showpiece chef's kitchen. Appointed with an oversized quartz island, custom cabinetry, a vented NXR range, wet bar, and a generous walk-in pantry. The main-level primary suite offers an ensuite. Three ensuite bedrooms are located on the 2nd level the third-floor loft serves as a sophisticated lounge with wet bar, opening to a private deck with panoramic ocean views. The houses on Uncle Stephens share a private ocean beach (pictured)
This beautiful Coastal New England / Nantucket-style shingle home overlooks scenic W. Dennis Beach and is abutted by Uncle Stephen's Pond. Custom built in 2016 by Pecoy Signature Homes, the residence spreads 5-bedrooms and 5.5 baths over 4,834 square feet of thoughtfully designed living space, with natural light and water views showcased throughout. A gracious entry introduces an expansive open-concept layout. The main level features a stunning great room, private office, mudroom, laundry, and multiple dining areas, all centered around a showpiece chef's kitchen. Appointed with an oversized quartz island, custom cabinetry, a vented NXR range, wet bar, and a generous walk-in pantry. The main-level primary suite offers an ensuite. Three ensuite bedrooms are located on the 2nd level the third-floor loft serves as a sophisticated lounge with wet bar, opening to a private deck with panoramic ocean views. The houses on Uncle Stephens share a private ocean beach (pictured)
USD 3,999,999
house with 3 bedroom, Dennis MA ES104904046
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House · for sale
USD 1,299,000
USD 477/sq.ft
New
house with 3 bedroom, Dennis MA ES104904046
Orleans, Orleans town Barnstable County Massachusetts
· 2,723 sq.ft · 3 Bedrooms · House
· Office room · Swimming pool · Deck · Fireplace · Equipped kitchen
Orleans, Orleans town Barnstable County Massachusetts · 2,723 sq.ft · 3 Bedrooms · House · Office room · Swimming pool · Deck · Fireplace · Equipped kitchen
Tucked away on a quiet cul-de-sac north of historic Rt. 6A, this exceptional Colonial blends coastal charm with refined living in one of Dennis' most sought-after locations near Mayflower and Chapin Beach. Designed for effortless entertaining and everyday comfort, the beautifully maintained 3BR, 3.5BA home features a spacious primary suite with a private bath.The main level boasts an inviting family room with a fireplace that flows into a sun-filled kitchen and cheerful breakfast room, plus an adjoining wellness area with a hot tub. A formal living room and dedicated office offer flexible space, ideal for working from home or converting into a first-floor primary suite.Outdoor living excels with a sun-drenched deck overlooking the property. The finished lower level adds prime entertainment space, featuring a game area, a second fireplace, and a full bath. Perfectly positioned near top beaches, dining, and shopping for a year-round or summer retreat
Tucked away on a quiet cul-de-sac north of historic Rt. 6A, this exceptional Colonial blends coastal charm with refined living in one of Dennis' most sought-after locations near Mayflower and Chapin Beach. Designed for effortless entertaining and everyday comfort, the beautifully maintained 3BR, 3.5BA home features a spacious primary suite with a private bath.The main level boasts an inviting family room with a fireplace that flows into a sun-filled kitchen and cheerful breakfast room, plus an adjoining wellness area with a hot tub. A formal living room and dedicated office offer flexible space, ideal for working from home or converting into a first-floor primary suite.Outdoor living excels with a sun-drenched deck overlooking the property. The finished lower level adds prime entertainment space, featuring a game area, a second fireplace, and a full bath. Perfectly positioned near top beaches, dining, and shopping for a year-round or summer retreat
USD 1,299,000
3 bedroom, South Dennis MA 02660 104835499
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House · for sale
USD 1,299,000
USD 520/sq.ft
3 bedroom, South Dennis MA 02660 104835499
Orleans, Orleans town Barnstable County Massachusetts
· 2,497 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Office room · Deck · Fireplace · Equipped kitchen · Parking · Cellar
Orleans, Orleans town Barnstable County Massachusetts · 2,497 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Office room · Deck · Fireplace · Equipped kitchen · Parking · Cellar
Exceptional waterfront property offering 4+ private acres along the Swan River in sought-after South Dennis. This distinctive three-story post-and-beam home combines architectural character, privacy, and an unmatched Cape Cod lifestyle.Enjoy expansive river views from the oversized deck, launch a kayak from your backyard, and paddle directly to South Village Beach. Panoramic windows fill the home with natural light, highlighting the open kitchen, dining area, and spacious living room with propane fireplace.A private office, laundry room, and mudroom complete the main level. The second floor features a generous primary suite with walk-in closet and oversized ensuite bath, plus two additional bedrooms and a full bath.The third level offers versatile bonus space ideal for a media room, game room, studio, or home office. Additional highlights include a two-car garage with bonus room above, a walkout basement with high ceilings and expansion potential, coal-burning pellet stove, outdoor sho
Exceptional waterfront property offering 4+ private acres along the Swan River in sought-after South Dennis. This distinctive three-story post-and-beam home combines architectural character, privacy, and an unmatched Cape Cod lifestyle.Enjoy expansive river views from the oversized deck, launch a kayak from your backyard, and paddle directly to South Village Beach. Panoramic windows fill the home with natural light, highlighting the open kitchen, dining area, and spacious living room with propane fireplace.A private office, laundry room, and mudroom complete the main level. The second floor features a generous primary suite with walk-in closet and oversized ensuite bath, plus two additional bedrooms and a full bath.The third level offers versatile bonus space ideal for a media room, game room, studio, or home office. Additional highlights include a two-car garage with bonus room above, a walkout basement with high ceilings and expansion potential, coal-burning pellet stove, outdoor sho
USD 1,299,000
house with 2 bedroom, Harwich Port MA ES104946697
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House · for sale
USD 798,000
USD 988/sq.ft
New
house with 2 bedroom, Harwich Port MA ES104946697
Orleans, Orleans town Barnstable County Massachusetts
· 807 sq.ft · 2 Bedrooms · House
· Patio · Garden · Equipped kitchen · Air conditioning
Orleans, Orleans town Barnstable County Massachusetts · 807 sq.ft · 2 Bedrooms · House · Patio · Garden · Equipped kitchen · Air conditioning
Find your tranquil escape in beautiful Harwich Port in this 2 bedroom Bungalow with a lovely fenced in yard, outdoor shower, cozy patio area and plenty of space to park. Easy walk to the downtown area and all it has to offer! The restaurants, shopping and beaches are all within minutes of the property.Plans are underway to build a 5 or 6 bedroom home on this property already okd by engineering firm. Eat in kitchen, updated bath and A/C splits are a nice addition. Also has a relaxing small porch in front for your pleasure. Although it is currently a 2 bedroom home, the septic system is designed for 5 bedrooms. good enough to increase the size if wanted or needed!
Find your tranquil escape in beautiful Harwich Port in this 2 bedroom Bungalow with a lovely fenced in yard, outdoor shower, cozy patio area and plenty of space to park. Easy walk to the downtown area and all it has to offer! The restaurants, shopping and beaches are all within minutes of the property.Plans are underway to build a 5 or 6 bedroom home on this property already okd by engineering firm. Eat in kitchen, updated bath and A/C splits are a nice addition. Also has a relaxing small porch in front for your pleasure. Although it is currently a 2 bedroom home, the septic system is designed for 5 bedrooms. good enough to increase the size if wanted or needed!
USD 798,000
house with 4 bedroom, Brewster MA ES104809303
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House · for sale
USD 2,400,000
USD 565/sq.ft
house with 4 bedroom, Brewster MA ES104809303
Orleans, Orleans town Barnstable County Massachusetts
· 4,241 sq.ft · 4 Bedrooms · House
· Office room · Equipped kitchen · Parking
Orleans, Orleans town Barnstable County Massachusetts · 4,241 sq.ft · 4 Bedrooms · House · Office room · Equipped kitchen · Parking
This luxurious, classic New England Cape-style home by Eastward Companies is one of a new two lot Brewster subdivision close to beautiful Crosby Beach, The Cape Cod Rail Trail and the Town of Orleans. Form meets function at the highest level with an exceptional degree of custom finish work. The cathedral great room is the home's hub, it combines the Thermador-equipped kitchen with the fireplaced living room and dining area, all of which is open to the vaulted sunroom. Three levels of finished space include a complete first-floor living arrangement with the luxurious primary suite, laundry, pocket office, garage, mudroom and entertaining areas all accessible. Upstairs are two substantial guest bedroom suites with cathedral ceilings. The fourth bedroom is a private suite above the garage with a separate entrance, ideal for long-term guests. Eastward's signature attention to finish work is evident throughout, from the distinctly decorated baths to the 900+- sq ft of rec space in the 9' ce
This luxurious, classic New England Cape-style home by Eastward Companies is one of a new two lot Brewster subdivision close to beautiful Crosby Beach, The Cape Cod Rail Trail and the Town of Orleans. Form meets function at the highest level with an exceptional degree of custom finish work. The cathedral great room is the home's hub, it combines the Thermador-equipped kitchen with the fireplaced living room and dining area, all of which is open to the vaulted sunroom. Three levels of finished space include a complete first-floor living arrangement with the luxurious primary suite, laundry, pocket office, garage, mudroom and entertaining areas all accessible. Upstairs are two substantial guest bedroom suites with cathedral ceilings. The fourth bedroom is a private suite above the garage with a separate entrance, ideal for long-term guests. Eastward's signature attention to finish work is evident throughout, from the distinctly decorated baths to the 900+- sq ft of rec space in the 9' ce
USD 2,400,000
5 bedroom, Yarmouth Port MA 02675 104850101
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House · for sale
USD 1,800,000
USD 401/sq.ft
5 bedroom, Yarmouth Port MA 02675 104850101
Orleans, Orleans town Barnstable County Massachusetts
· 4,478 sq.ft · 5 Bedrooms · 4 Baths · House
· Office room · Fireplace
Orleans, Orleans town Barnstable County Massachusetts · 4,478 sq.ft · 5 Bedrooms · 4 Baths · House · Office room · Fireplace
Just moments from the quaint village of Yarmouth Port and beloved Gray's Beach sits this timeless Circa 1850 Greek Revival home. Over time, it has been more than just a residence; it has been a place of gathering, of seasons changing, of stories unfolding within its walls. Set on approximately.82 acres, the residence offers over 4,000 square feet across three levels; host to 5 bedrooms and 3.5 baths, home office and a first floor primary. The six fireplaces, original clawfoot tubs, and beautifully preserved woodwork remain a part of the architectural soul of the home. Lovingly maintained and improved by the current stewards over the past 15 years, the home reflects a deep respect for its heritage while offering modern comforts. A large, character-rich barn stands as a nod to the property's origins, while the gracious wrap-around porch invites relaxed coastal living. A rare opportunity to become a part of the story in one of Cape Cod's most cherished settings
Just moments from the quaint village of Yarmouth Port and beloved Gray's Beach sits this timeless Circa 1850 Greek Revival home. Over time, it has been more than just a residence; it has been a place of gathering, of seasons changing, of stories unfolding within its walls. Set on approximately.82 acres, the residence offers over 4,000 square feet across three levels; host to 5 bedrooms and 3.5 baths, home office and a first floor primary. The six fireplaces, original clawfoot tubs, and beautifully preserved woodwork remain a part of the architectural soul of the home. Lovingly maintained and improved by the current stewards over the past 15 years, the home reflects a deep respect for its heritage while offering modern comforts. A large, character-rich barn stands as a nod to the property's origins, while the gracious wrap-around porch invites relaxed coastal living. A rare opportunity to become a part of the story in one of Cape Cod's most cherished settings
USD 1,800,000
4 bedroom, Dennis MA 02638 104922066
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House · for sale
USD 2,440,000
USD 619/sq.ft
New
4 bedroom, Dennis MA 02638 104922066
Orleans, Orleans town Barnstable County Massachusetts
· 3,940 sq.ft · 4 Bedrooms · 6 Baths · House
· Gym · Deck · Balcony · Air conditioning
Orleans, Orleans town Barnstable County Massachusetts · 3,940 sq.ft · 4 Bedrooms · 6 Baths · House · Gym · Deck · Balcony · Air conditioning
What can you say. the sunsets and ever changing views of 60 acre Scargo Lake are at your beckon call. Tucked away yet so convenient to the beaches, golf and harbor of Dennis, this home affords the views and water access you've waited for. Plus plenty of room for gatherings! Large living spaces throughout the main level include a primary suite. Upstairs you will find the alternate primary suite with soaring ceiling, balcony for sunrise or sunset, walk-in closet and large bath. There is a guest bedroom with hall bath, laundry (hook-up also on main level), loft area and another en suite bedroom. The walk-out lower level offers workshop area, large den, another room for gym or office and a full bath. Let's not forget the expansive deck on the main level with the spacious screen porch. Central air. It's all right here and ready to roll. Your private walkway leads to the association path to the beach area OR you can walk through a path out front if you prefer Princess Beach (or walk a brief
What can you say. the sunsets and ever changing views of 60 acre Scargo Lake are at your beckon call. Tucked away yet so convenient to the beaches, golf and harbor of Dennis, this home affords the views and water access you've waited for. Plus plenty of room for gatherings! Large living spaces throughout the main level include a primary suite. Upstairs you will find the alternate primary suite with soaring ceiling, balcony for sunrise or sunset, walk-in closet and large bath. There is a guest bedroom with hall bath, laundry (hook-up also on main level), loft area and another en suite bedroom. The walk-out lower level offers workshop area, large den, another room for gym or office and a full bath. Let's not forget the expansive deck on the main level with the spacious screen porch. Central air. It's all right here and ready to roll. Your private walkway leads to the association path to the beach area OR you can walk through a path out front if you prefer Princess Beach (or walk a brief
USD 2,440,000

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East Sandwich, Sandwich town Barnstable County Massachusetts
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