274 houses for sale in East Brewster

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

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

Priced below assessment in a lovely neighborhood for you to make your own. Only about 1 mile from Little Pleasant Bay at the end of Portaminicut Rd this 3 bedroom, 2 1/2 bath Cape has a first floor primary with private bath, fireplaced family room, formal dining room, and living room completing the first floor along with a half bath and laundry. Up the stairs brings you to 2 more good sized bedrooms with shared bath and hardwood floors on both levels. Roof, siding, and heat/hot water systems have all been replaced in the last few years. Your improvements to this property will be well worth your investment. Floor plan to come

Here's your chance to own property in coveted East Orleans with a private deep-water dock, access to Meeting House Pond, Namequoit River, Little Pleasant Bay, Pleasant Bay and the Atlantic Beyond. Anchored on a sprawling 2.62 acres a mere 2.4 miles to world renowned, Nauset Beach, this stately property is graced by the embrace of water on three sides, showcases a rolling meadow of lawn space, and is punctuated by an artistic dappling of mature Oak, Maple, Beech and Cedar trees. The exquisite 3,867-square-foot residence is a testament to timeless charm, blending the allure of days gone by with the modern comforts that the discerning buyer has come to expect. This estate nestled on Lucy's Point Peninsula is an ideal tapestry for a family compound or serene river front getaway. Step inside to discover the warm glow of gorgeous wide plank pine floors, complemented by the charm of decorative fireplaces, expertly crafted moldings and built-ins that all evoke a feeling of historic relevance a

Charming 2-bedroom ranch on a spacious 0.41-acre lot in desirable Eastham, just minutes from Thumpertown Beach. This bright, sunny home offers easy one-level living, ideal for year-round use or a Cape Cod retreat. The standout three-season sunroom features three new skylights, filling the space with natural light-perfect for relaxing or entertaining. A cozy living room with gas fireplace adds warmth and charm. Two well-sized bedrooms offer ample closet space, along with a full bath on the main level. The kitchen provides generous cabinet storage for everyday functionality. A partially finished basement with half bath adds flexible space for guests, office, or recreation. Additional highlights include an oversized one-car garage with workshop potential and a fenced backyard for privacy, pets, or outdoor enjoyment. Convenient to beaches, bike trails, and conservation areas. Great opportunity for seasonal, investment, or year-round living

Charming 2-bedroom ranch on a spacious 0.41-acre lot in desirable Eastham, just minutes from Thumpertown Beach. This bright, sunny home offers easy one-level living, ideal for year-round use or a Cape Cod retreat. The standout three-season sunroom features three new skylights, filling the space with natural light-perfect for relaxing or entertaining. A cozy living room with gas fireplace adds warmth and charm. Two well-sized bedrooms offer ample closet space, along with a full bath on the main level. The kitchen provides generous cabinet storage for everyday functionality. A partially finished basement with half bath adds flexible space for guests, office, or recreation. Additional highlights include an oversized one-car garage with workshop potential and a fenced backyard for privacy, pets, or outdoor enjoyment. Convenient to beaches, bike trails, and conservation areas. Great opportunity for seasonal, investment, or year-round living

Welcome to 1016 Stony Brook Road, a beautifully appointed center-entrance Colonial thoughtfully designed to replicate the timeless elegance of a classic New England Sea Captain's home. Built in 1999, this exceptional residence offers approximately 2,000 square feet of thoughtfully designed living space, combining the charm and architectural details of a historic home with the benefits of newer construction. Rich in character, the home features gleaming hardwood floors, custom built-ins, pocket doors, wainscoting, and detailed millwork throughout. A double-sided fireplace connects the living room and den, creating a warm and inviting atmosphere perfect for everyday living and entertaining. The second floor offers three spacious bedrooms, a home office, and a Jack-and-Jill bath. A walk-up attic with skylight and full walk-out basement provide excellent opportunities for future expansion, including the potential for additional living space and a third bath. Set along one of Brewster's mos

Privately set on 1.39 acres, this expanded Cape with over 3,000 sq ft of living space includes three bedrooms, two and a half baths and an office over the two car garage. On the first floor, the primary bedroom suite, with a jacuzzi tub and separate shower, opens to a secluded deck overlooking the woods. The kitchen, with granite countertops, a breakfast nook and half bath with laundry, adjoins a family room with a gas fireplace and vaulted ceilings. A wood burning fireplace anchors the living room, closed off by two sets of French doors. The second floor features a large bedroom, third bedroom, full bath and loft. Freshly painted exterior in 2026, a newer gas heating system, and a full house generator, the home clearly shows pride of ownership. Nearby, you will find the Brewster Grist Mill, Drummer Boy Park and Paine's Creek Beach, as well as local shops and restaurants

N of 6A. MUST SEE Stunning, Exceptional, Extraordinaire, Chic and Light -filled! Brewster Greek Revival with approx 2,249 sq ft and a rare combination of historic N.E. character, with thoughtful modern updates. Outside it feels like a private sanctuary with mature trees and landscaped grounds creating true seclusion on close to an acre setting and minutes to beaches. A one car garage with a barn/shed attached to it for all your outdoor items.First flr plan consists of a sitting room/den directly as you enter rear of house, a custom Chef's kitchen with a center island. Off the dining area is a very large laundry room which could serve also as a pantry, plus a very pretty full bath with tub. Also off the kitchen is the access to the charming screened -in porch, facing South to gather in for morning breakfast or use during inclement weather days, Beyond the DR off the kitchen is a living room/library with a classic center double sided fireplace serving both rooms. See floor plan

Privately set on 1.39 acres, this expanded Cape with over 3,000 sq ft of living space includes three bedrooms, two and a half baths and an office over the two car garage. On the first floor, the primary bedroom suite, with a jacuzzi tub and separate shower, opens to a secluded deck overlooking the woods. The kitchen, with granite countertops, a breakfast nook and half bath with laundry, adjoins a family room with a gas fireplace and vaulted ceilings. A wood burning fireplace anchors the living room, closed off by two sets of French doors. The second floor features a large bedroom, third bedroom, full bath and loft. Freshly painted exterior in 2026, a newer gas heating system, and a full house generator, the home clearly shows pride of ownership. Nearby, you will find the Brewster Grist Mill, Drummer Boy Park and Paine's Creek Beach, as well as local shops and restaurants

Priced below assessment in a lovely neighborhood for you to make your own. Only about 1 mile from Little Pleasant Bay at the end of Portaminicut Rd this 3 bedroom, 2 1/2 bath Cape has a first floor primary with private bath, fireplaced family room, formal dining room, and living room completing the first floor along with a half bath and laundry. Up the stairs brings you to 2 more good sized bedrooms with shared bath and hardwood floors on both levels. Roof, siding, and heat/hot water systems have all been replaced in the last few years. Your improvements to this property will be well worth your investment. Floor plan to come

Here's your chance to own property in coveted East Orleans with a private deep-water dock, access to Meeting House Pond, Namequoit River, Little Pleasant Bay, Pleasant Bay and the Atlantic Beyond. Anchored on a sprawling 2.62 acres a mere 2.4 miles to world renowned, Nauset Beach, this stately property is graced by the embrace of water on three sides, showcases a rolling meadow of lawn space, and is punctuated by an artistic dappling of mature Oak, Maple, Beech and Cedar trees. The exquisite 3,867-square-foot residence is a testament to timeless charm, blending the allure of days gone by with the modern comforts that the discerning buyer has come to expect. This estate nestled on Lucy's Point Peninsula is an ideal tapestry for a family compound or serene river front getaway. Step inside to discover the warm glow of gorgeous wide plank pine floors, complemented by the charm of decorative fireplaces, expertly crafted moldings and built-ins that all evoke a feeling of historic relevance a

N of 6A. MUST SEE Stunning, Exceptional, Extraordinaire, Chic and Light -filled! Brewster Greek Revival with approx 2,249 sq ft and a rare combination of historic N.E. character, with thoughtful modern updates. Outside it feels like a private sanctuary with mature trees and landscaped grounds creating true seclusion on close to an acre setting and minutes to beaches. A one car garage with a barn/shed attached to it for all your outdoor items.First flr plan consists of a sitting room/den directly as you enter rear of house, a custom Chef's kitchen with a center island. Off the dining area is a very large laundry room which could serve also as a pantry, plus a very pretty full bath with tub. Also off the kitchen is the access to the charming screened -in porch, facing South to gather in for morning breakfast or use during inclement weather days, Beyond the DR off the kitchen is a living room/library with a classic center double sided fireplace serving both rooms. See floor plan

Everything you've been looking for and more can be found in this magazine-worthy home. Quintessential Cape Cod at its finest, this beautifully appointed residence offers a light-filled, open floor plan in highly desirable South Orleans. Hardwood floors flow throughout, complemented by a timeless neutral color palette. The updated kitchen and baths blend style and functionality, while the spacious primary suite offers a private en suite bath. Beautiful moldings, quality craftsmanship, and thoughtful details are evident in every room. Recent improvements include a Pine Harbor shed, enhanced landscaping, a redesigned mudroom area, and a finished lower level that adds more than 600 square feet of versatile living space. Outside, the private backyard is a true oasis, featuring lush blooming hydrangeas, mature plantings, an expansive deck, fire pit, surround sound, and a classic outdoor shower, perfect for relaxing or entertaining after a day at the beach. Meticulously maintained and tastefu

Tucked behind the famous 'Hedges of East Orleans,' this coastal retreat offers privacy, history, and seaside charm. Nestled in one of the area's most beloved neighborhoods, enjoy tranquil walks to Mill Pond for boating, or simply soaking in the beauty of this waterfront community. Stroll to nearby landings or take a short drive to iconic Nauset Beach. Originally part of a greater estate, the heated barn/workshop was thoughtfully relocated on the property to make room for a new home in 1994. Lovingly held within the same family since it was built, this property carries warmth and legacy that is felt the moment you arrive. Set on a private rolling lawn with an expansive deck perfect for entertaining or quiet evenings under the stars, the home is soothed with sounds of the nearby ocean. This 4-bed, 3-bath home offers coastal living with a spacious first floor primary suite, a large open sun filled living area overlooking the natural landscape and a great floor plan. Whether you are launch

The best of Orleans is at your fingertips at 'Thyme and Tide,' located at 30 Captain Linnell Road. With so many beloved destinations nearby, every day offers a new adventure: looking for exercise' The Cape Cod Rail Trail is down the street. Sun and sand calling your name' Soak it up at Skaket Beach, fish at Crystal Lake, or ride the waves at Nauset Beach. Hungry' Head into town to enjoy Orleans' restaurants and cafes and visit the charming shops and galleries. Offered furnished, 3 bedrooms and 2 full baths, provide comfortable space for family and guests. An outdoor shower delivers the quintessential Cape Cod experience after a day of sun, sand, and salt air.Lovingly enjoyed by the same family for decades, this special property is ready for its next chapter. Whether you choose to preserve its classic Cape charm or reimagine the space with your own vision and updates, the opportunity is yours. It's finally 'thyme' for new owners to create lasting memories at Thyme and Tide

Privately sited on a beautifully landscaped 1.11-acre corner lot in desirable South Orleans, this custom-built Cape offers timeless craftsmanship, exceptional privacy, and a remarkably flexible floor plan designed to adapt through every stage of life. Whether enjoyed as a weekend retreat today or a full-time residence in the years ahead, this is a home created for effortless entertaining, quiet retreat, and years of memorable gatherings. Built in 2002 and meticulously maintained by its original owners, the residence offers more than 3,200 square feet of thoughtfully designed living space, including 4BRs, 3 full and 1 half BAs, an oversized attached 2-car garage, and an expansive unfinished lower level offering outstanding potential for future recreation, fitness, hobbies, a workshop, or abundant storage, One of the home's most distinctive features is its private flex suite, accessible both through the main residence and its own entrance via the mudroom. Complete with a BR, living area,

Fabulous new listing on Chickadee Lane in East Orleans! Tucked in a quiet residential neighborhood, this well-maintained home offers privacy, comfort, and convenience just minutes from town, shopping, restaurants, conservation trails, and Orleans' renowned beaches. The airy eat-in kitchen opens to a beautiful Trex deck overlooking a private backyard bordered by mature trees, flowering plantings, and a distinctive terraced garden. This cottage-inspired outdoor retreat is perfect for sunset views, peaceful moments, and taking in nature. Inside, the home offers a generous living room, three spacious bedrooms, including a primary bedroom with half bath, central air conditioning, and a gas fireplace in the livingroom that adds warmth and character year-round. Recent updates, including a new roof and hot water heater, provide added value and peace of mind. Move-in ready, ideally located, and backed by a strong rental history, this East Orleans gem delivers the Cape lifestyle you've been wait

A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. Tucked back from the road, it features an expansive front yard, a detached barn, and a main house surrounded by a large private, level backyard-perfect for outdoor gatherings or exploring nearby conservation trails. Inside, sunlight floods through windows and skylights, illuminating beautiful wide-planked wood floors that radiate timeless charm. The kitchen opens to a cozy sitting area, ideal for conversations as meals are prepared, while the dining room with backyard views and slider access is made for entertaining. A spacious living room with a fireplace and adjacent bedroom and full bathroom offer comfort and convenience. Upstairs, there are two bedrooms, an office (via a back staircase), and a balcony that places you in a peaceful natural setting. Need more space' The newly constructed post-and-beam barn with garage offers potential guest accommodation. A separate shed provides additional stora

The best of Orleans is at your fingertips at 'Thyme and Tide,' located at 30 Captain Linnell Road. With so many beloved destinations nearby, every day offers a new adventure: looking for exercise' The Cape Cod Rail Trail is down the street. Sun and sand calling your name' Soak it up at Skaket Beach, fish at Crystal Lake, or ride the waves at Nauset Beach. Hungry' Head into town to enjoy Orleans' restaurants and cafes and visit the charming shops and galleries. Offered furnished, 3 bedrooms and 2 full baths, provide comfortable space for family and guests. An outdoor shower delivers the quintessential Cape Cod experience after a day of sun, sand, and salt air.Lovingly enjoyed by the same family for decades, this special property is ready for its next chapter. Whether you choose to preserve its classic Cape charm or reimagine the space with your own vision and updates, the opportunity is yours. It's finally 'thyme' for new owners to create lasting memories at Thyme and Tide

Fabulous new listing on Chickadee Lane in East Orleans! Tucked in a quiet residential neighborhood, this well-maintained home offers privacy, comfort, and convenience just minutes from town, shopping, restaurants, conservation trails, and Orleans' renowned beaches. The airy eat-in kitchen opens to a beautiful Trex deck overlooking a private backyard bordered by mature trees, flowering plantings, and a distinctive terraced garden. This cottage-inspired outdoor retreat is perfect for sunset views, peaceful moments, and taking in nature. Inside, the home offers a generous living room, three spacious bedrooms, including a primary bedroom with half bath, central air conditioning, and a gas fireplace in the livingroom that adds warmth and character year-round. Recent updates, including a new roof and hot water heater, provide added value and peace of mind. Move-in ready, ideally located, and backed by a strong rental history, this East Orleans gem delivers the Cape lifestyle you've been wait

Welcome to 1016 Stony Brook Road, a beautifully appointed center-entrance Colonial thoughtfully designed to replicate the timeless elegance of a classic New England Sea Captain's home. Built in 1999, this exceptional residence offers approximately 2,000 square feet of thoughtfully designed living space, combining the charm and architectural details of a historic home with the benefits of newer construction. Rich in character, the home features gleaming hardwood floors, custom built-ins, pocket doors, wainscoting, and detailed millwork throughout. A double-sided fireplace connects the living room and den, creating a warm and inviting atmosphere perfect for everyday living and entertaining. The second floor offers three spacious bedrooms, a home office, and a Jack-and-Jill bath. A walk-up attic with skylight and full walk-out basement provide excellent opportunities for future expansion, including the potential for additional living space and a third bath. Set along one of Brewster's mos

Tucked behind the famous 'Hedges of East Orleans,' this coastal retreat offers privacy, history, and seaside charm. Nestled in one of the area's most beloved neighborhoods, enjoy tranquil walks to Mill Pond for boating, or simply soaking in the beauty of this waterfront community. Stroll to nearby landings or take a short drive to iconic Nauset Beach. Originally part of a greater estate, the heated barn/workshop was thoughtfully relocated on the property to make room for a new home in 1994. Lovingly held within the same family since it was built, this property carries warmth and legacy that is felt the moment you arrive. Set on a private rolling lawn with an expansive deck perfect for entertaining or quiet evenings under the stars, the home is soothed with sounds of the nearby ocean. This 4-bed, 3-bath home offers coastal living with a spacious first floor primary suite, a large open sun filled living area overlooking the natural landscape and a great floor plan. Whether you are launch