155

Homes for Sale near The Family School

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  • 12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    12 Windswept Ln, Orleans, MA 2653
    /56

    $4,789,000

    • 4 Beds
    • 4.5 Baths
    • 4,311 Sq Ft

    12 Windswept Ln, Orleans, MA 2653

    Direct Ocean views from this stunning 8 room Cape on 1.34 Acres. Gorgeous grounds with incredible privacy. Beautiful custom home with 4 bedrooms & 4 1/2 baths. Tons of natural light & spectacular everchanging Ocean & marsh views with of all of its abundant wildlife.The Ocean puts on its own display of beautiful colors & sounds of waves crashing on the Nauset Beach. Fishing boats & Ocean liners

    Nikki Carter William Raveis Real Estate & Home Services

    12 Windswept Ln, Orleans, MA 2653
  • 20 Spring Ln, Brewster, MA 02631
    20 Spring Ln, Brewster, MA 02631
    20 Spring Ln, Brewster, MA 02631
    /42

    $1,065,000

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    20 Spring Ln, Brewster, MA 02631

    Tucked away in one of Brewster's most sought-after North of 6A neighborhoods, this classic 3-bedroom, 2-bath Cape offers timeless charm in an exceptional setting. Surrounded by conservation land, the property enjoys rare privacy and seclusion. With seasonal views of Cape Cod Bay and easy access to stunning beaches, scenic trails, acclaimed restaurants, and local galleries, it captures the essence

    Dawn Lee Gibson Sotheby's International Realty

    20 Spring Ln, Brewster, MA 02631
  • 146 Crescent Ln, Brewster, MA 02631
    146 Crescent Ln, Brewster, MA 02631
    146 Crescent Ln, Brewster, MA 02631
    /36

    $438,500 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,380 Sq Ft

    146 Crescent Ln, Brewster, MA 02631

    Welcome to The Colony! This spacious 2-bedroom, 2.5-bath condo offers 1,380 sq ft of comfortable living. The large kitchen and living room are ideal for gatherings, anchored by a cozy wood-burning fireplace perfect for cool evenings. Step outside through the updated slider to your private west-facing patio, a sunny spot to enjoy afternoon breezes and sunsets. Upstairs, you'll find two full

    Leighton Team Keller Williams Realty

    146 Crescent Ln, Brewster, MA 02631
  • 1080 Harwich Rd, Brewster, MA 02631
    1080 Harwich Rd, Brewster, MA 02631
    1080 Harwich Rd, Brewster, MA 02631
    /34

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 1,963 Sq Ft

    1080 Harwich Rd, Brewster, MA 02631

    Charming 3-bedroom Custom Cape-Great Investment Opportunity Near Scenic Ponds and Bike Trail. Whether you are looking for ideal rental income or a year round home, this property is a gem. Tucked off route 124, it offers over an acre of privacy and backs up to town land. A peaceful setting while being steps away from 3 picturesque ponds, ideal for swimming, boating or simply relaxing by the water.

    Leighton Team Keller Williams Realty

    1080 Harwich Rd, Brewster, MA 02631
  • 21 S Orleans Rd, Orleans, MA 02653
    21 S Orleans Rd, Orleans, MA 02653
    21 S Orleans Rd, Orleans, MA 02653
    /51

    $2,199,999

    • 5 Beds
    • 5 Baths
    • 4,416 Sq Ft

    21 S Orleans Rd, Orleans, MA 02653

    Ideally located in the vibrant commercial district of Orleans and overlooking scenic Town Cove, this 4,400+ square foot mixed-use building presents a rare opportunity for investors, developers, or business owners seeking a high-visibility location with tremendous potential. Built in 1840, this property features over 1,500 SF of street-level retail space, two residential apartments, and generous

    Andrew Grattan Christie's International Real Estate Atlantic Brokerage

    21 S Orleans Rd, Orleans, MA 02653
  • 55 Heritage Hill Cir, Eastham, MA 02642
    55 Heritage Hill Cir, Eastham, MA 02642
    55 Heritage Hill Cir, Eastham, MA 02642
    /54

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,959 Sq Ft

    55 Heritage Hill Cir, Eastham, MA 02642

    The ever changing and present Herring Brook Marsh guides the way along rolling streets and old school Cape Cod, leading to Heritage Hill Circle. Perched on a gentle sloped lawn sits this gracious full Cape. There are seasonal views of Herring Brook Marsh from the property and plenty of room for family and friends. This one owner, custom built Cape offers 3 bdrms ( plus bonus space), 2 full baths,

    Mary Ellen Greenberg Gibson Sotheby's International Realty

    55 Heritage Hill Cir, Eastham, MA 02642
  • 602 Tubman Rd, Brewster, MA 02631
    602 Tubman Rd, Brewster, MA 02631
    602 Tubman Rd, Brewster, MA 02631
    /16

    $630,000

    • Land
    • 1.62 Acres
    • $388,889 per Acre

    602 Tubman Rd, Brewster, MA 02631

    Ready to go. All permits in place. Includes plans for almost 4000 square foot home. Gas on the road. This beautifully wooded, large rectangular piece of property in a great area near Griffins Pond , Sheeps Pond, the bike trail and Knickerson State Park.

    Leah Howlett New Cape Real Estate

    602 Tubman Rd, Brewster, MA 02631
  • 101 Fletcher Ln Unit G, Brewster, MA 02631
    101 Fletcher Ln Unit G, Brewster, MA 02631
    101 Fletcher Ln Unit G, Brewster, MA 02631
    /15

    $279,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    101 Fletcher Ln Unit G, Brewster, MA 02631

    Welcome to your serene escape at the Villages at Ocean Edge, where this charming one-bedroom, one-bathroom condo awaits. As you step inside, you'll be greeted by an open-concept design that seamlessly blends a spacious living area and kitchen. The bedroom is a peaceful retreat, with a full bathroom nearby. Enjoy the convenience of condo living with amenities that cater to your lifestyle. Nestled

    Sarah Harrington Kinlin Grover Compass

    101 Fletcher Ln Unit G, Brewster, MA 02631
  • 36 Old Colony Way Unit 3017, Orleans, MA 02653
    36 Old Colony Way Unit 3017, Orleans, MA 02653
    36 Old Colony Way Unit 3017, Orleans, MA 02653
    /23

    $309,000

    • 1 Bed
    • 1 Bath
    • 869 Sq Ft

    36 Old Colony Way Unit 3017, Orleans, MA 02653

    Welcome to Hancock III. Charming Unit in Desirable Old Colony With all the Updates Done Including New Kitchen & Appliances, Bath with New Washer and Dryer, Floors, Slider and Heat Pump. Sit and relax on your deck Facing Bike Path then Walk to Farmers Market and Village of Orleans!

    Mary Sullivan Unique Properties R E

    36 Old Colony Way Unit 3017, Orleans, MA 02653
  • 532 S Orleans Rd, Orleans, MA 02653
    532 S Orleans Rd, Orleans, MA 02653
    532 S Orleans Rd, Orleans, MA 02653
    /55

    $965,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 2,937 Sq Ft

    532 S Orleans Rd, Orleans, MA 02653

    Welcome to 532 S Orleans Road -- a beautifully designed contemporary home offering the perfect blend of modern comfort and timeless Cape Cod charm. This thoughtfully crafted 3-bedroom, 3.5-bath residence is nestled in a prime Orleans location tucked away from the road, close to ocean beaches (Nauset & Skaket), lakes and ponds, town landings (Pleasant Bay and Portanimicut Rd), village shops, and

    Mihaela Miteva Today Real Estate

    532 S Orleans Rd, Orleans, MA 02653
  • 64 Chestnut Cir, Brewster, MA 02631
    64 Chestnut Cir, Brewster, MA 02631
    64 Chestnut Cir, Brewster, MA 02631
    /34

    $448,000

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft

    64 Chestnut Cir, Brewster, MA 02631

    Nestled in a tranquil setting this inviting 2 bedroom, 2 bath townhouse is perfect blend of comfort and convenience. The bright eat-in kitchen features new stainless steel appliances, sleek counter tops, and lovely tiled flooring. Step into the spacious sunlit living room with sliders that open to a backyard oasis framed by natural woods, and highlighting a private patio for relaxing or

    Sandy Clarke William Raveis Real Estate & Home Services

    64 Chestnut Cir, Brewster, MA 02631
  • 114 Chestnut Cir, Brewster, MA 02631
    114 Chestnut Cir, Brewster, MA 02631
    114 Chestnut Cir, Brewster, MA 02631
    /49

    $419,000

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft

    114 Chestnut Cir, Brewster, MA 02631

    Spacious 2BR, 1.5 bath updated 1380 sqft townhouse in The Colony: Brewster's ideal condominium complex for active homeowners who want to be central to Cape Cod, close to town, have quick access to the bike path, town beaches & restaurants. The Colony amenities include both indoor & outdoor pools, hot tub, sauna, gym, racquetball/indoor pickleball court, outdoor pickleball/tennis courts & a

    Melanie Cauchon Melanie Cauchon Real Estate

    114 Chestnut Cir, Brewster, MA 02631
  • 2241 Main St, Brewster, MA 02631
    2241 Main St, Brewster, MA 02631
    2241 Main St, Brewster, MA 02631
    /52

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft

    2241 Main St, Brewster, MA 02631

    Step back in time and experience the character and charm of this historic antique home, ideally located on scenic Route 6A in the heart of Brewster. Just under a mile to the sandy shores of Point of Rocks Beach, this property offers the quintessential Cape Cod lifestyle with beaches, restaurants, coffee shops, and galleries all within close reach. Set on a beautifully landscaped half-acre lot,

    Timothy Scozzari Today Real Estate

    2241 Main St, Brewster, MA 02631
  • 30 Grannys Ln, Orleans, MA 02653
    30 Grannys Ln, Orleans, MA 02653
    30 Grannys Ln, Orleans, MA 02653
    /55

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,637 Sq Ft

    30 Grannys Ln, Orleans, MA 02653

    Proximity to Pleasant Bay in a lovely walkable and quiet neighborhood and a complete renovation makes this home a stylish and comfortable option for year round or vacation home living. Almost everything is new: quartz kitchen counters and beautiful contemporary glass tile backsplash, stainless appliances, baths, roof, 4'' wide oak hardwood floors, windows and more. Two bedrooms, two full baths,

    Christine Altneu Berkshire Hathaway HomeServices Robert Paul Properties

    30 Grannys Ln, Orleans, MA 02653
  • 24 Old Tote Rd, Orleans, MA 02653
    24 Old Tote Rd, Orleans, MA 02653
    24 Old Tote Rd, Orleans, MA 02653
    /66

    $985,000

    • 4 Beds
    • 3 Baths
    • 1,995 Sq Ft

    24 Old Tote Rd, Orleans, MA 02653

    Attention, investors and employers: This thoroughly renovated, legal three-family property in the center of Orleans makes for a strong income producer or tremendous employee housing. The three units are separately metered with completely new electric services and a conversion to heat pumps with a/c. The main building consists of a 1015 sq ft two bedroom first floor apartment with a living room,

    Jeff Cusack Cove Road Real Estate

    24 Old Tote Rd, Orleans, MA 02653
  • 60 Gibson Rd, Orleans, MA 2653
    60 Gibson Rd, Orleans, MA 2653
    60 Gibson Rd, Orleans, MA 2653
    /42

    $3,450,000

    • Land
    • 1.56 Acres
    • $2,211,538 per Acre

    60 Gibson Rd, Orleans, MA 2653

    Elevated above the serene waters of Town Cove and adjacent to Asa's Landing, this Orleans property presents an opportunity to create a legacy estate in one of the Cape's most coveted neighborhoods. The gracious 3-bedroom home is thoughtfully sited to offer unobstructed water views from every room, providing a backdrop of unparalleled natural beauty. Complemented by a boat house, two-car garage,

    Dawn Lee Gibson Sotheby's International Realty

    60 Gibson Rd, Orleans, MA 2653
  • 4 Asas Landing, Orleans, MA 02653
    4 Asas Landing, Orleans, MA 02653
    4 Asas Landing, Orleans, MA 02653
    /63

    $3,450,000

    • 3 Beds
    • 3 Baths
    • 2,756 Sq Ft

    4 Asas Landing, Orleans, MA 02653

    Elevated above the serene waters of Town Cove and adjacent to Asa's Landing, this Orleans property presents the opportunity to create a legacy estate in one of the Cape's most coveted neighborhoods with a home and additional land on Gibson Rd. The gracious 3-bedroom home is thoughtfully sited to offer unobstructed water views from every room, providing a backdrop of unparalleled natural beauty.

    Dawn Lee Gibson Sotheby's International Realty

    4 Asas Landing, Orleans, MA 02653
  • 63 Old Field Rd, Orleans, MA 02653
    63 Old Field Rd, Orleans, MA 02653
    63 Old Field Rd, Orleans, MA 02653
    /22

    $6,250,000

    • 4 Beds
    • 4 Baths
    • 2,413 Sq Ft

    63 Old Field Rd, Orleans, MA 02653

    A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, ''Sargent Point'', affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little

    Brian Dougherty Corcoran Property Advisors

    63 Old Field Rd, Orleans, MA 02653
  • 63 Field Rd, Orleans, MA 02653
    63 Field Rd, Orleans, MA 02653
    63 Field Rd, Orleans, MA 02653
    /21

    $6,250,000

    • 4 Beds
    • 4 Baths
    • 2,413 Sq Ft

    63 Field Rd, Orleans, MA 02653

    A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, "Sargent Point", affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little

    Brian Dougherty Corcoran Property Advisors

    63 Field Rd, Orleans, MA 02653
  • 55 Lucinda Ct, Eastham, MA 02642
    55 Lucinda Ct, Eastham, MA 02642
    55 Lucinda Ct, Eastham, MA 02642
    /36

    $799,999

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft

    55 Lucinda Ct, Eastham, MA 02642

    An expansive Cape style home at the end of a quiet cul-de-sac is waiting for new owners to begin the next chapter. 55 Lucinda Court has been a place called home for a multigenerational family over many years. A farmer's porch designed for enjoying the neighborhoods pride in ownership greets all who arrive to the home. Through the front door is a formal living with a wood burning fireplace

    Moriah Saccardo William Raveis R.E. & Home Services

    55 Lucinda Ct, Eastham, MA 02642
  • 53 Chilton Ln, Brewster, MA 02631
    53 Chilton Ln, Brewster, MA 02631
    53 Chilton Ln, Brewster, MA 02631
    /41

    $395,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    53 Chilton Ln, Brewster, MA 02631

    Enjoy the scenic pond view from the living room and main bedroom of this condo! In fact, if you have been holding out for a serene setting, this is among the best unit placements in Ocean Edge! Enjoy the birds and wildlife from your living room or your balcony. The pond sparkles, ducks and geese land on the pond, deer graze, and owls hoot at night! Plus, the east-west orientation allows the

    Amy Harbeck Kinlin Grover Compass

    53 Chilton Ln, Brewster, MA 02631
  • 45 Buttonwood Rd, Harwich, MA 02645
    45 Buttonwood Rd, Harwich, MA 02645
    45 Buttonwood Rd, Harwich, MA 02645
    /19

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    45 Buttonwood Rd, Harwich, MA 02645

    Beautifully updated property offering a perfect blend of modern convenience & classic Cape Cod charm. Every detail has been thoughtfully improved, making this home move-in ready for its next owner! Interior upgrades include new 5'' White Oak floors throughout. A brand-new kitchen with custom cabinets, honed quartz countertops, a sleek GE appliances, & a stylish tile backsplash. Beautifully

    Heather Miller Cape Cod Real Estate Group

    45 Buttonwood Rd, Harwich, MA 02645
  • 0 Partridge, Brewster, MA 02631
    0 Partridge, Brewster, MA 02631
    0 Partridge, Brewster, MA 02631
    /19

    $1,100,000

    • Land
    • 1.56 Acres
    • $705,128 per Acre

    0 Partridge, Brewster, MA 02631

    Build your beautiful custom Cape home on this large 1.56 acre lot and walk to three Brewster bay beaches and the Town pool! This is the only large lot available north of 6A with the ability to build a 7-10 bedroom home with a footprint of 3000-4000 sq. ft. Town Planning Dept. has signed off on an ANR (Approval Not Required) .The lot abuts the Spruce Hill Conservation land to the rear to provide

    Christine Altneu Berkshire Hathaway HomeServices Robert Paul Properties

    0 Partridge, Brewster, MA 02631
  • 9 Park Ln, Brewster, MA 02631
    9 Park Ln, Brewster, MA 02631
    9 Park Ln, Brewster, MA 02631
    /25

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,306 Sq Ft

    9 Park Ln, Brewster, MA 02631

    Beautifully Maintained 4 Bed, 3 Bath Home Near Breakwater Beach! This spacious and well-kept home offers 4 bedrooms and 3 full bathrooms, perfect for year-round living or a summer getaway. Located less than 1.5 miles from Breakwater Beach and just a short drive to several others, including Paine's Creek and Crosby Beach. Enjoy quick access--about a mile--to historic Route 6A with its variety of

    The Team of Cape Cod Seaport Village Realty

    9 Park Ln, Brewster, MA 02631
  • 232 Robbins Hill Rd, Brewster, MA 02631
    232 Robbins Hill Rd, Brewster, MA 02631
    232 Robbins Hill Rd, Brewster, MA 02631
    /37

    $2,999,900

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    232 Robbins Hill Rd, Brewster, MA 02631

    RARE OPPORTUNITY to own two homes on more than half an acre of private beachfront property on a pristine white sand beach. Theses homes feature Brewster's famous tidal flats, amazing sunsets and moonsets, and ever changing sweeping water views. With a grandfathered 10 foot set-back, there's plenty of room to expand both homes considerably. As rentals, the cottages consistently book a year in

    Cynthia Houlihan Berkshire Hathaway HomeServices Robert Paul Properties

    232 Robbins Hill Rd, Brewster, MA 02631
  • 42 Old Colony Way Unit 6, Orleans, MA 02653
    42 Old Colony Way Unit 6, Orleans, MA 02653
    42 Old Colony Way Unit 6, Orleans, MA 02653
    /22

    $299,000

    • 1 Bed
    • 1 Bath
    • 868 Sq Ft

    42 Old Colony Way Unit 6, Orleans, MA 02653

    Seller incentive and great opportunity to own in Orleans! This is a great first floor, bright, sun filled 1 bedroom 1 bath unit with your own private patio. Largest model of 1 bedroom units in Old Colony Village. Lots of great updates include: Coretec LVP flooring, hydronic baseboard heaters, Corian kitchen counters, updated bathroom, newer slider, newer dishwasher, and much more. Convenient in

    Kevin Austin William Raveis Real Estate & Home Services

    42 Old Colony Way Unit 6, Orleans, MA 02653
  • 24 Old Colony Way Unit 23, Orleans, MA 02653
    24 Old Colony Way Unit 23, Orleans, MA 02653
    24 Old Colony Way Unit 23, Orleans, MA 02653
    /30

    $278,000

    • 1 Bed
    • 1 Bath
    • 788 Sq Ft

    24 Old Colony Way Unit 23, Orleans, MA 02653

    Located in and overlooking the heart of Orleans, this third floor condo has everything you could possibly need! Conveniently located close to some of the towns best restaurants and beaches and shops, it also has the Cape Cod Rail Trail in the backyard. Experience the Orleans farmers market and the unique artists cottages right across the street. This 1 bed 1 bath unit has been meticulously

    Sydney Wacht Greer Real Estate, LLC

    24 Old Colony Way Unit 23, Orleans, MA 02653
  • 286 Fletcher Ln, Brewster, MA 02631
    286 Fletcher Ln, Brewster, MA 02631
    286 Fletcher Ln, Brewster, MA 02631
    /52

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    286 Fletcher Ln, Brewster, MA 02631

    A beautifully renovated ''B style'' townhome in a private setting directly adjacent to a C-style unit which is also for sale! (MLS#22503018 288 Fletcher). Buy both and enjoy 4 bedrooms and extra living space! This move-in ready condo (#286), offers a bright and inviting great room! The open kitchen boasts Silestone walls and countertops. Enjoy energy-efficiency with ductless heat/AC. The main

    Amy Harbeck Kinlin Grover Compass

    286 Fletcher Ln, Brewster, MA 02631
  • 1435 State Hwy, Eastham, MA 02642
    1435 State Hwy, Eastham, MA 02642
    1435 State Hwy, Eastham, MA 02642
    /34

    $599,900

    • 4 Beds
    • 2 Baths
    • 1,351 Sq Ft

    1435 State Hwy, Eastham, MA 02642

    Welcome to this pleasant home that can be used either as 2 side-by side apartments or one dwelling with an extra kitchen! The home sits on nearly 1/2 acre which provides a spacious yard including a large circle driveway and a one-car garage. The property is on a rise set back from the road with easy access from Burnley Way. After a trip to nearby Nauset Beach, you can enjoy an outdoor shower and

    Barbara Lynn Wojcik Bella Realty Services

    1435 State Hwy, Eastham, MA 02642
  • 25 Cranberry Rd, Eastham, MA 02642
    25 Cranberry Rd, Eastham, MA 02642
    25 Cranberry Rd, Eastham, MA 02642
    /42

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    25 Cranberry Rd, Eastham, MA 02642

    Two-tenths of a mile from deeded access to Town Cove, you'll find this charming Cape Cod home. With 3 bedrooms & 2 full baths, plus a finished lower level, this house has plenty of room for family & friends. Upon entering there's a bright family room w/ a wood burning FP. Behind is a large room w/ laundry, utilities, water filter system, full updated Bath, and plenty of room for storage & workout

    Alberti Team Gibson Sotheby's International Realty

    25 Cranberry Rd, Eastham, MA 02642
  • 0 Gulls Way, Brewster, MA 02631
    0 Gulls Way, Brewster, MA 02631
    0 Gulls Way, Brewster, MA 02631
    /14

    $995,000

    • Land
    • 5 Acres
    • $190,613 per Acre

    0 Gulls Way, Brewster, MA 02631

    If you've dreamed about living in utmost seclusion, surrounded by nature and with no direct neighbors, you've come to the right place! Welcome to Gulls Way, a 5.22 acre parcel offering a serene setting just one lot removed from the peaceful shores and sparkling clear waters of Sheep Pond in Brewster with close proximity to Fisherman's Landing and the rail trail. Sheep Pond is is known as one of

    Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    0 Gulls Way, Brewster, MA 02631
  • 11 Great Oak Rd, Brewster, MA 02631
    11 Great Oak Rd, Brewster, MA 02631
    11 Great Oak Rd, Brewster, MA 02631
    /33

    $670,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    11 Great Oak Rd, Brewster, MA 02631

    Take a look at the BEST VALUE IN BREWSTER! Incredible Space & Value in the Heart of Brewster! If you're looking for room to grow without breaking the bank, this updated home in a quiet Brewster neighborhood delivers unbeatable value. With 4 legal bedrooms plus a bonus room, there's space for everyone—whether you're hosting guests, working from home, or need extra room for hobbies and storage.

    Serena LoPiccolo Smith Keller Williams Realty

    11 Great Oak Rd, Brewster, MA 02631
  • 3 Stony Island Way, Orleans, MA 2653
    3 Stony Island Way, Orleans, MA 2653
    3 Stony Island Way, Orleans, MA 2653
    /55

    $2,600,000 Open Sat 3PM - 5PM

    • 5 Beds
    • 3.5 Baths
    • 3,478 Sq Ft

    3 Stony Island Way, Orleans, MA 2653

    Across from Tonset Road town landing, in one of Orleans most sought-after neighborhoods (Weeset Way) and situated on .9 private wooded acres, sits this handsome 5 bedroom colonial style home with over 3400 sq. ft. of living space and salt water views from most rooms.The main level consists of a charming living room with beautiful built-ins and wood burning fireplace; kitchen with center island

    Chet Crabtree Christie's International Real Estate Atlantic Brokerage

    3 Stony Island Way, Orleans, MA 2653
  • 55 Wayside Dr, Brewster, MA 02631
    55 Wayside Dr, Brewster, MA 02631
    55 Wayside Dr, Brewster, MA 02631
    /32

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft

    55 Wayside Dr, Brewster, MA 02631

    Welcome to this inviting traditional Cape style home, featuring a delightful sunroom for additional enjoyment. As you enter through the front door, you're greeted by a cozy living room complete with a fireplace, seamlessly connected to the dining area and kitchen--perfect for gatherings. Adjacent to the dining room is a bright, window-filled room ideal for reading or watching TV. Step out the

    Sandra Tanco Kinlin Grover Compass

    55 Wayside Dr, Brewster, MA 02631
  • 40 Toms Hollow Ln, Orleans, MA 02662
    40 Toms Hollow Ln, Orleans, MA 02662
    40 Toms Hollow Ln, Orleans, MA 02662
    /42

    $5,900,000

    • 6 Beds
    • 6.5 Baths
    • 4,000 Sq Ft

    40 Toms Hollow Ln, Orleans, MA 02662

    A rare offering on the shores of Little Pleasant Bay, 40 Tom's Hollow is a generational waterfront estate encompassing nearly four acres of bucolic landscape with an expansive shoreline, private sandy beach, and iconic boathouse. A winding drive leads through a serene coastal setting to a timeless center-entrance Colonial, where soaring ceilings and panoramic bay views set the tone. The

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    40 Toms Hollow Ln, Orleans, MA 02662
  • 0 Tanglewood Rd Unit 73346956, Brewster, MA 02631
    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631
    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631
    /21

    $369,000

    • Land
    • 0.74 Acre
    • $498,649 per Acre

    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631

    Welcome to this incredible opportunity for anyone looking to build their dream home in Brewster Heights! With easy access to association beaches on both Sheep Pond (0.1 mile) and Long Pond (0.2 mile), residents can enjoy the serene beauty of these clear waters. The possibility of having your own mooring on Long Pond adds even more appeal for those who love boating. The central location of this

    Leighton Team Keller Williams Realty

    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631
  • 0 Tanglewood Rd Unit 22501048, Brewster, MA 02631
    0 Tanglewood Rd Unit 22501048, Brewster, MA 02631
    0 Tanglewood Rd Unit 22501048, Brewster, MA 02631
    /22

    $369,000

    • Land
    • 0.74 Acre
    • $498,649 per Acre

    0 Tanglewood Rd Unit 22501048, Brewster, MA 02631

    Welcome to this incredible opportunity for anyone looking to build their dream home in Brewster Heights! With easy access to association beaches on both Sheep Pond (0.1 mile) and Long Pond (0.2 mile), residents can enjoy the serene beauty of these clear waters. The possibility of having your own mooring on Long Pond adds even more appeal for those who love boating. The central location of this

    Leighton Team Keller Williams Realty

    0 Tanglewood Rd Unit 22501048, Brewster, MA 02631
  • 20 Boat Meadow Way, Eastham, MA 02642
    20 Boat Meadow Way, Eastham, MA 02642
    20 Boat Meadow Way, Eastham, MA 02642
    /54

    $4,995,000

    • 4 Beds
    • 6.5 Baths
    • 5,693 Sq Ft

    20 Boat Meadow Way, Eastham, MA 02642

    A short stroll from the pristine shores of Boat Meadow Beach, this extraordinary Eastham estate embodies the essence of Cape Cod living. Nestled on a meticulously landscaped 1.08-acre lot, this turnkey residence offers a seamless blend of refined luxury and coastal elegance, with breathtaking sunsets and panoramic bay views that will leave you in awe. Step inside to discover a masterpiece of

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    20 Boat Meadow Way, Eastham, MA 02642
  • 30 Deer Run, Orleans, MA 02653
    30 Deer Run, Orleans, MA 02653
    30 Deer Run, Orleans, MA 02653
    /35

    $5,750,000

    • 5 Beds
    • 6.5 Baths
    • 6,021 Sq Ft

    30 Deer Run, Orleans, MA 02653

    Stunning Salt Waterfront Estate on the Mill Pond with panoramic views to Roberts Cove & Nauset Harbor to the Light House & beyond!Superior quality throughout this 5 bedroom 5 1/2 bath home. Great privacy & beautiful easy to care for landscaping. Wonderful open sunny rooms & great flow. Large gourmet kitchen & formal dining room. Beautiful Great Room with a fireplace wall, sliders & a French door

    Nikki Carter William Raveis Real Estate & Home Services

    30 Deer Run, Orleans, MA 02653
  • 150 Old State Hwy Unit 3, Eastham, MA 02642
    150 Old State Hwy Unit 3, Eastham, MA 02642
    150 Old State Hwy Unit 3, Eastham, MA 02642
    /23

    $799,900

    • 3 Beds
    • 1 Bath
    • 828 Sq Ft

    150 Old State Hwy Unit 3, Eastham, MA 02642

    Take a walk with me back in time. Back to a day when families gathered at the Cape Cod Cottage & enjoyed the beauty that has been the muse for Artists of all mediums. Recreate the treasured memories your parents, grandparents and even great grandparents enjoyed. Bask in the history these cottages have witnessed, over look “Town Cove” a Salt Pond, one of the only ones suitable for waterskiing and

    Gary Smith Mendon Area Real Estate

    150 Old State Hwy Unit 3, Eastham, MA 02642

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