Eastham Real Estate

Welcome to Eastham, Massachusetts, a charming coastal town nestled in the heart of Cape Cod. Known for its stunning natural beauty and rich history, Eastham offers a unique blend of serene landscapes and vibrant community life, making it an ideal destination for both residents and visitors alike.

Eastham is renowned for its picturesque beaches, including the pristine shores of Coast Guard Beach, which is frequently ranked among the best in the nation. With miles of sandy coastlines and breathtaking views of the Atlantic Ocean, outdoor enthusiasts can enjoy a plethora of activities such as swimming, kayaking, and beachcombing. The nearby Cape Cod National Seashore offers extensive trails for hiking and biking, allowing you to immerse yourself in the region's stunning natural beauty.

History buffs will appreciate Eastham’s rich heritage, with landmarks such as the Eastham Windmill and the historic First Encounter Beach, where the Pilgrims first encountered Native Americans in 1620. The town is also home to several charming shops, delightful restaurants, and local art galleries, adding to the vibrant community atmosphere.

Eastham is not just a summer retreat; it boasts a year-round community that values a laid-back lifestyle, making it perfect for families, retirees, and anyone looking to escape the hustle and bustle of city life. With its friendly neighborhoods, excellent schools, and a strong sense of community, Eastham is a place where you can truly feel at home. Whether you’re considering a permanent move or a seasonal getaway, Eastham is a hidden gem waiting to be discovered. Come and experience the magic of this Cape Cod treasure!

Newest Listings in Eastham

$825,000

3 Beds ⋅ 2 Baths ⋅ 22603481 MLS

Welcome! You are invited to view this charming, beautifully renovated Cape-style home, perfectly situated about half a mile to picturesque Thumpertown bayside beach. Blending timeless New England character with thoughtful modern updates, this immaculate home offers the ideal setting for year-round living, a vacation retreat, or an investment opportunity. Inside, you'll find an easy-flowing floorplan; bright, welcoming spaces with updated finishes plus a spacious screened in porch. Feel the warmth that makes a Cape home so special. Renovated lower level provides additional living space perfect for family gatherings or generational separation! Classic charm blends with contemporary comfort; move-in-ready home you'll love from the moment you arrive. Peaceful surroundings to enjoy sea breezes; the natural beauty of Eastham sets the stage for relaxing mornings and nearby unforgettable sunsets. Spend time kayaking, paddle boarding, beach combing, or unwinding. Discover local shops, restaurants, bike trail, and CCNS beaches all nearby. Look no further - this delightful Cape is situated ''off the beaten track'' in this exceptional location. It is time to own your own piece of paradise.

10 Circle Drive, Eastham

$1,300,000

4 Beds ⋅ 2 Baths ⋅ 22603459 MLS

Where the cul-de-sac ends, a more peaceful way of living begins. Nestled on nearly an acre in Eastham's Blueberry Banke subdivision, this custom four-bedroom Contemporary Cape, built in 2001, reveals itself at the end of a winding driveway, where mature trees & protected conservation land create a beautiful natural backdrop that welcomes you home. Discover a light-filled interior thoughtfully designed, where beautifully refinished pine floors add warmth, while soaring cathedral ceilings and skylights enhance the sense of space. At the heart of the home, the kitchen's center island flows seamlessly into the main living & dining areas, where a see-through gas fireplace & custom built-ins create a mood for every season. A sunroom overlooking the backyard, highlighted by Brazilian cherry flooring, offers a peaceful retreat, while a flexible layout features a first-floor bedroom, two upstairs bedrooms & a finished walkout lower level w/ a family room, fourth bedroom & future bath potential in place. Enjoy the mahogany deck, stone patio, climate-controlled shed, new siding, owned solar, gas heat & central A/C. Timeless by design, ready to become part of your story. Buyer/agent to verify.

90 Log Cabin Road, Eastham

$585,000

2 Beds ⋅ 1 Baths ⋅ 22603043 MLS

Delightful! This smaller solid ranch style 2 bedroom home is ready for someone to make it theirs. Wood floors, vaulted ceilings, and a super location make this the ideal home for a small family. This half acre is very close to the Eastham Elementary School, the National Seashore and the bike path. This home comes with Town water, a new septic system, and is mostly furnished.

45 Knowles Street, Eastham

$1,750,000

3 Beds ⋅ 2 Baths ⋅ 22603020 MLS

Nestled in the gateway to the Cape Cod National Seashore, this exceptional Eastham waterfront retreat offers a rare blend of privacy, architectural character, and timeless coastal living. Privately set along 176 feet of Town Cove frontage, this 3-bedroom, 2-bath Post & Beam contemporary captures breathtaking water views from nearly every room. Tastefully dated with the charm and craftsmanship of its era, the home presents a unique opportunity to preserve its authentic character while adding modern enhancements to create a personalized waterfront sanctuary. inviting interior features vaulted ceilings, custom built-ins, two fireplaces, and expansive walls of glass and skylights that fill the gathering spaces with natural light. The gourmet kitchen offers a center island, double ovens, and ample room for entertaining. Enjoy quintessential Cape Cod summers with an outdoor shower, brick patio, and access to a deeded shared dock--perfect for boating, kayaking, fishing, or simply taking in the peaceful waters of Town Cove. Additional highlights include natural gas forced hot water heating, a backup generator, and a two-car garage. A secluded coastal gem offering privacy, remarkable views!

40 Kittiwake Lane, Eastham

$2,249,000

4 Beds ⋅ 5 Baths ⋅ 22602892 MLS

Set on 1.53 acres to the backdrop of marshlands, First Encounter Beach and famous Eastham sunsets, 435 Herring Brook Rd offers an open concept with thoughtfully designed interior and exterior gathering spaces that transition seamlessly. Four ensuite bedrooms, dispersed over two levels amongst a deceptively large 2,817 sf, offer first floor living and quite retreats. Be it a five minute stroll to Herring Pond or a 10 minute bike ride to the beach or rail trail, 435 Herring Brook is both immaculate and awaiting a new chapter of lifelong memories.

435 Herring Brook Road, Eastham

$1,795,000

3 Beds ⋅ 2 Baths ⋅ 22602828 MLS

Enjoy the best of the Outer Cape from this well-maintained home in one of Eastham's most sought-after bayside neighborhoods. Situated on a combined 0.78 acres, including an abutting 0.3-acre parcel, this property is just 0.3 miles to Cole Road Beach, 0.6 miles to First Encounter Beach, and minutes from Wiley Park, Great Pond, and Cottontail Acres conservation trails. The home features 3 bedrooms, 2 full baths, a farmer's porch, open kitchen, dining and living area, spacious 23' x 14' three-season room, large family room with vaulted ceilings, walkout lower level, mini-splits, and a one-car garage. The additional parcel offers future potential for an ADU, guest cottage, pool, pool house, or expanded outdoor living, subject to buyer due diligence and approvals. A wonderful year-round home, Cape getaway, or investment opportunity.

65 Pilgrims Path, Eastham

$1,499,900

5 Beds ⋅ 4 Baths ⋅ 22602684 MLS

Discover a unique opportunity with this amazing two-for-one property located next to the historic Three Sisters Lighthouses. Situated on a beautiful lot within the Cape Cod National Seashore, this remarkable compound is just a short distance from one of America's finest beaches--making it an unparalleled location.The original home, built in 1955, has been lovingly renovated and retains the warmth and charm of classic Cape Cod. The second home features modern comfort and effortless style. Both structures are thoughtfully designed for single-floor living, offering a total of five bedrooms and ample space for family gatherings.This property is an excellent choice for a family compound or investment opportunity. Come and see it for yourself!

695 Cable Road, Eastham

$849,000

5 Beds ⋅ 3 Baths ⋅ 22602573 MLS

A truly one-of-a-kind Contemporary Cape on a half-acre lot in Eastham. Whether you are looking for your dream year-round home, a Cape Cod summer getaway, or a savvy investment property, this 5-bedroom, 3-bathroom residence offers incredible flexibility and undeniable character.This home's unique architecture features a glass-lined second floor that floods the interior with all-day natural sunlight. The main living room features beautiful oak floors, a soaring cathedral ceiling and a cozy hooded fireplace and a striking spiral staircase. The charm continues into the dining room, which features pine board walls. You will also love the recently renovated 2024 kitchen, complete with a gas stove, a modern two-drawer refrigerator/freezer, and fresh wood paneling.If you need space for extended family or want to maximize rental income, the attached In-Law suite is a massive bonus. It features its own private entrance and a fully equipped kitchen with all-electric appliances, including a full-sized stove, microwave, and refrigerator. The suite also boasts a full bathroom with a beautiful walk-in tiled shower and excellent storage space with three closets, including a pantry.More .... Location is everything, and this home places you right in the heart of the Cape's best outdoor amenities. You are a mere 1,000 feet away from the local bike trail, making morning rides a breeze. The spectacular sands of Nauset Light and Coast Guard Beaches are just 1.5 miles away. It is also conveniently located near local shopping (and dining) to check off all your everyday needs! We know the details matter, so this home has been meticulously updated for peace of mind. Recent major improvements include: " A brand-new Class 5 septic system installed in 2024. " New town water and gas lines, plus updated gas forced heat and downstairs air conditioning installed in 2025. " A brand-new, Azek deck added in 2025, perfect for summer entertaining. " A recently painted exterior (2023/2025) and a large 16x24 shed built in 2023. " A reliable 30-year roof (main roof updated in 2019) and new gutters added in 2025. With an impressive, proven rental history that has brought in up to $48,000 annually ($20,000 from summer bookings and $28,000 from 10-month winter rentals), this property can be a turn-key opportunity for investors and homeowners alike.

390 Brackett Road, Eastham

$1,695,000

3 Beds ⋅ 4 Baths ⋅ 22602539 MLS

NEW CONSTRUCTION: This extraordinary masterpiece nestled in the heart of Eastham. This stunning 3,750 sq ft residence offers an unparalleled blend of refined luxury, coastal elegance, and an effortless indoor-outdoor lifestyle that defines the very best of Cape living. This is a rare opportunity to own a flawlessly crafted home in one of the Outer Cape's most sought-after locations.No detail has been overlooked. Soaring ceilings, wide-plank hardwood floors, and an abundance of natural light set the tone from the moment you step inside. The chef's kitchen is appointed with premium appliances, custom cabinetry, and generous island seating -- perfect for entertaining. The family room has a kitchenette, FP and patio access.First Encounter Beach, is located at the end of Samoset Rd.offering breathtaking sunsets over Cape Cod Bay. Great Pond is just a short turn off Samoset Rd providing a serene freshwater escape with sandy shores ideal for kayakingOutdoor enthusiasts will feel right at home as bike paths and hiking are close by.Property is virtually staged and landscaped.

163 Samoset Road, Eastham

$775,000

6 Beds ⋅ 2 Baths ⋅ 22602522 MLS

Experience the timeless charm of Olde Cape Cod in this 1875 North Eastham home, privately set on a generous lot just over a mile from Nauset Light Beach. With 6 bedrooms and 2 bathrooms, the home is currently arranged with two distinct living spaces, offering flexibility for owners and guests. Used seasonally, classic character, a peaceful setting, and a large yard create the feeling of a true Cape retreat. An outbuilding adds valuable space for storage, hobbies, bikes, beach gear, or future possibilities. Ideally located near the National Seashore, ocean, Cape Cod Rail Trail, conservation areas, and the best of the Outer Cape, this property offers a rare opportunity to own a piece of North Eastham history in a sought-after quiet location.

95 Queen Anne Drive, Eastham

$679,000

4 Beds ⋅ 2 Baths ⋅ 22602168 MLS

Tucked away down a quiet dirt road in the heart of Eastham, 5 Anderson Lane offers a rare combination of privacy, tranquility, and classic Cape Cod charm. This lovely 4-bedroom, 2-bath home is set in a peaceful, secluded setting while still being just minutes from Wiley Park, Campground Beach, and Nauset Light Beach. Surrounded by the natural beauty of the Outer Cape, the property enjoys close proximity to scenic bike trails, freshwater ponds, conservation areas, and some of Eastham's most iconic beaches.

5 Anderson Lane, Eastham

$749,900

3 Beds ⋅ 2 Baths ⋅ 22602231 MLS

Charming 3 bedroom, 1.5 bath ranch in sought-after North Eastham, just a short walk to beautiful Cooks Brook Beach! Offering approximately 1,400 sq ft of living space, this well-maintained home is perfect for enjoying the Cape Cod lifestyle. Features include cathedral ceilings and a fireplace in the spacious living room, an eat-in kitchen, convenient 1st floor laundry, and a relaxing screened porch ideal after a day at the beach. Rinse off in the outdoor shower after the beach and enjoy easy summer living. Recent updates include replacement windows (2010), roof (2013), and new oil burner, oil tank, and hot water tank (2021). Large storage shed for beach gear and outdoor storage. Town water and a new septic system to be installed. Furnishings negotiable. Buyers and buyers agents to confirm all information contained herein.

1230 Massasoit Road, Eastham

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