186

Homes for Sale near Cape Cod Lighthouse Charter School

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  • /42

    $2,500,000

    • 4 Beds
    • 3 Baths
    • 3,843 Sq Ft

    193 Quanset Rd, Orleans, MA 02653

    Set along one of Orleans’ most scenic and protected saltwater corridors, this waterfront retreat captures the essence of coastal living—calm, connected, and deeply restorative. The setting is remarkably private, with elevated views, natural light, and direct access to the water for kayaking, paddleboarding, or launching into Pleasant Bay—one of Cape Cod’s premier boating destinations. Inside, the

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    193 Quanset Rd, Orleans, MA 02653
  • /32

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    15 Pleasant St Unit W24, Harwich Port, MA 02646

    A rare opportunity in the heart of Harwich Port, this elegant residence at The Anchorage offers effortless coastal living just moments from Nantucket Sound. Tucked within a beautifully maintained enclave of 33 residences, this second-floor corner unit enjoys a prime location in the community, with abundant natural light and added privacy. The two-bedroom, one-and-a-half-bath layout includes a

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    15 Pleasant St Unit W24, Harwich Port, MA 02646
  • /52

    $7,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    30 Tisquantum Rd, Chatham, MA 02633

    What. A. View! 180 degree panoramic water vistas over The Atlantic Ocean, Chatham Harbor, and picturesque Stage Harbor set the tone for this shingled style home located high on a hill on private Morris Island. Sweeping ocean views and a private association beach combine with 2.33 acres to create a luxurious yet comfortable coastal retreat located in the Quitnesset Association.

    Lori Fanning Smith Compass Massachusetts, LLC

    30 Tisquantum Rd, Chatham, MA 02633
  • /50

    $1,249,000

    • 3 Beds
    • 2.5 Baths
    • 1,795 Sq Ft

    12 Skaket Way, Brewster, MA 02631

    A rare offering tucked well within Brewster's coveted Seaview neighborhood and wrapped in conservation is 12 Skaket Way. Perched on an impossibly quiet and well-spaced tree lined street, 12 Skaket is a five-minute stroll to association tennis as well as the Cape Cod Rail Trail and convenient to beaches, shops and amenities offered in both Brewster and Orleans. The handful of over/under photos

    Jon Clark Nauset Management

    12 Skaket Way, Brewster, MA 02631
  • /20

    $1,589,000

    • 3 Beds
    • 2.5 Baths
    • 2,533 Sq Ft

    23 Walkerwoods Dr, Harwich, MA 02645

    Pond front setting in Walker Pond Estates. This residence is surrounded by multi-million dollar homes, creating a serene yet sophisticated location. Revel in breathtaking pond views from every room, connecting you effortlessly to nature's tranquility. The thoughtfully designed home features a convenient first-floor primary ensuite, blending comfort with style. The upper level includes two

    Sandra Tanco Kinlin Grover Compass

    23 Walkerwoods Dr, Harwich, MA 02645
  • /16

    $185,000

    • Land
    • 0.34 Acre
    • $544,118 per Acre

    0 Underpass, Brewster, MA 02631

    Rare, commercially-zoned, .34 acre lot. The setting offers great visibility on a main road for your business. (It abuts 195 Underpass Rd. which is under contract, scheduled to close 8/27/25.) Check with the Town to see what is possible. Buyers/agents to confirm all details.

    Amy Harbeck Kinlin Grover Compass

    0 Underpass, Brewster, MA 02631
  • /19

    $2,375,000

    • Land
    • 0.57 Acre
    • $4,166,667 per Acre

    98 Horizon Dr, Chatham, MA 02633

    New construction well underway with deeded rights to Lover's Lake for swimming, fishing and boating! Classic Cape Cod home sited high on a knoll with over 3000 s.f. spanning three levels with 3 BR's and 4.5 baths. Open floor plan offers great room with vaulted ceilings, fireplace and adjacent kitchen with center breakfast island and high end appliances .First floor primary suite with full bath

    Lori Fanning Smith Compass

    98 Horizon Dr, Chatham, MA 02633
  • /28

    $3,895,000

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    17 Bucks Ln, Chatham, MA 02633

    This Chatham Beach House is calling...hope you answer.... Picture perfect Cape Cod style home with divine views over Nantucket Sound offers the idyllic Chatham beach lifestyle you have been dreaming of.....Steps to the private association beach of Harding's Shores for uncrowded enjoyment and warm water swimming. Classic 4BR 4 bath Cape home with two large decks for al fresco dining or morning

    Lori Fanning Smith Compass

    17 Bucks Ln, Chatham, MA 02633
  • /25

    $325,000 Open Thu 2:30PM - 4:30PM

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    81 Fletcher Ln Unit I, Brewster, MA 02631

    Enjoy one level living and move right into this beautifully renovated, first-floor condo in the sought-after Ocean Edge Resort without any stairs to navigate. This 1-bedroom, 1-bath home features an open-concept layout filled with natural light.The kitchen has been fully updated with quartz countertops, stainless steel appliances, modern cabinetry, and stylish lighting. The bathroom has also been

    Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit I, Brewster, MA 02631
  • /2

    $314,900

    • Land
    • 0.44 Acre
    • $715,682 per Acre

    0 Pine Grove Rd Unit 73397945, Brewster, MA 02631

    This is a rare opportunity to own a fully approved, buildable lot on the border of Brewster & Orleans. This lot has had all engineering done to it, including approval for a 1560 sqft single family ranch style home—no delays, no hassles, just close and start building. Located in a peaceful, well-established neighborhood, this lot offers the perfect blend of convenience and tranquility. A mile

    Matthew Medeiros Millennium Realty Firm, LLC

    0 Pine Grove Rd Unit 73397945, Brewster, MA 02631
  • /67

    $729,000

    • 5 Beds
    • 2 Baths
    • 1,344 Sq Ft

    26 Newport Rd, Brewster, MA 02631

    Five bedrooms and deeded rights to Sheep Pond combine for an excellent income opportunity! Enjoy living through the beautiful off season on the Cape while reaping the benefits of the rental season. Gather friends and family at your summer home, or settle into your year round Cape Cod home. Reimagine one or two bedrooms as a home office, den, playroom or whatever unique use your imagination

    Christine Briscoe SeasCape Realty, Inc.

    26 Newport Rd, Brewster, MA 02631
  • /9

    $259,900

    • Land
    • 0.34 Acre
    • $764,412 per Acre

    35 Sterling Rd, Harwich, MA 2645

    Exceptional opportunity to build your Cape Cod getaway in a well-established neighborhood just minutes from Red River Beach, downtown Harwich Port and Chatham Villages. This prime location right around the corner from the bike path offers the perfect balance of privacy and coastal convenience. Surrounded by quality homes and classic Cape charm, this lot provides an ideal setting for a custom

    Nancy Morris Kinlin Grover Compass

    35 Sterling Rd, Harwich, MA 2645
  • /50

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft

    126 Bittersweet Dr, Brewster, MA 02631

    3BR, 2BA Cape located at the end of a quiet cul-de-sac near Cape Cod Bay beaches, the CC Bike Trail, shops, and restaurants. Lovingly maintained by one family since 1985, this 2-story home offers easy first-floor living with a spacious kitchen featuring granite counters, center island, laundry, and a dining area with slider to a private deck. The bright and airy living room has a bay window and

    Dee Higgins Gibson Sotheby's International Realty

    126 Bittersweet Dr, Brewster, MA 02631
  • /76

    $3,295,000

    • 3 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    7 Squanto Dr, Chatham, MA 02633

    This Nantucket-style home features extraordinary views across a tidal salt marsh, Oyster Pond, and the 3 church steeples in Town. Enjoy the fireworks display New Year's Eve, ever-changing beauty of the seasons, and a host of wildlife from this elevated .69 acre site. With just over 3,000 square feet this exceptionally-crafted home is the perfect size; with an open floor plan ideal for

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    7 Squanto Dr, Chatham, MA 02633
  • /64

    $1,350,000 Open Sun 9:30AM - 11:30AM

    • 3 Beds
    • 2.5 Baths
    • 3,320 Sq Ft

    18 Old Campground, Harwich, MA 02645

    Experience uncompromising quality in this newly built ranch style home, set against tranquil conservation land. Designed with sophistication and comfort in mind, this home offers an effortless blend of luxury and functionality. Step inside to first floor living with 9.5' ceilings and an open floor plan that flows seamlessly into a gourmet kitchen, complete with hidden appliances and custom

    Mac Gallant Classic Cape Real Estate, LLC

    18 Old Campground, Harwich, MA 02645
  • /88

    $2,450,000

    • 4 Beds
    • 3 Baths
    • 2,615 Sq Ft

    136 Monument Rd, Orleans, MA 02653

    This classic Cape just 300 feet from the sandy beach at beloved Crystal Lake has been completely transformed by JC Donald Custom Building and Design. From its elevated setting this light-filled home overlooks a cranberry bog and offers peeks of Crystal Lake and Lonnie's Pond. There is nothing to do but move in and enjoy the lake or the new inground swimming pool and its expansive patio areas.

    Jeff Cusack Cove Road Real Estate

    136 Monument Rd, Orleans, MA 02653
  • /32

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    5 Highland Ln, Harwich, MA 02646

    Charming coastal retreat located in sought-after Harwich Port, this home offers the perfect seaside escape. Nestled just three houses away from the stunning Nantucket Sound, it provides an idyllic backdrop for creating summer memories. With 3 bedrooms and bonus space, there's ample room for family and friends to relax after a day at the beach. The open kitchen and living area provides peeks of

    Sandra Tanco Kinlin Grover Compass

    5 Highland Ln, Harwich, MA 02646
  • /88

    $1,347,000

    • 5 Beds
    • 3 Baths
    • 2,220 Sq Ft

    194 John Joseph Rd, Harwich, MA 02645

    Move right into this meticulously maintained, spacious pond front home with your own private beach just steps from the back door. 5 generous size bedrooms, 3 full baths and 3 cozy fireplaces. This home is just perfect for family living, entertaining guests or simply relaxing whether as a year round residence or seasonal getaway. The excellent rental history makes it a strong investment

    Doreen Silver RE/MAX Executive Realty

    194 John Joseph Rd, Harwich, MA 02645
  • /14

    $1,000,000

    • Land
    • 0.16 Acre
    • $6,250,000 per Acre

    723 Main St, Chatham, MA 02633

    Town of Chatham officially assigned new street address 723 MAIN STREET! Take advantage of this last opportunity to build on a vacant lot on Main Street in downtown Chatham! This lot is 7,010 square feet (0.16 acres) located across from Chatham Veterans Field, home of the Chatham Anglers baseball team. This truly is the last opportunity to build on a vacant lot in downtown Chatham. For those who

    Matthew Burger Kinlin Grover Compass

    723 Main St, Chatham, MA 02633
  • /56

    $1,199,000

    • 4 Beds
    • 2.5 Baths
    • 2,877 Sq Ft

    43 Owl Pond Rd, Brewster, MA 02631

    Meticulously maintained builder's own home offers exceptional space and versatility, featuring 4 bedrooms, 3 family rooms and an expansive yard that's a kids playground paradise and adult oasis with gardens and hot tub. A huge deck can host cookouts and large parties. Head down the path to crystal clear Owl Pond for swimming, paddling, kayaking or peaceful relaxation.Upgrades in the last two

    Leona Bicker Gibson Sotheby's International Realty

    43 Owl Pond Rd, Brewster, MA 02631
  • /60

    $7,299,000

    • 4 Beds
    • 5 Baths
    • 4,214 Sq Ft

    12 Pond St, Chatham, MA 02633

    Custom Home in Chatham Village. 4-bedroom, 5-bathroom residence located steps from Oyster Pond and its sandy beach. This thoughtful home offers open floor plan, high ceilings, hardwood floors and expansive water views. Deeded access to an association dock and mooring field for boating enthusiasts. The gourmet kitchen features stone countertops, large center island with seating, and premium

    Tim Bailey John C Ricotta & Assoc.

    12 Pond St, Chatham, MA 02633
  • /49

    $3,399,000

    • 3 Beds
    • 4.5 Baths
    • 4,361 Sq Ft

    86 Champlain Rd, Chatham, MA 02633

    Hidden gem on Chatham's historic Loop with views of Stage Harbor, the Stage Harbor Lighthouse and Nantucket Sound. Savor the warm summer breezes from this 3 BR, 4.5 Bath, 4,361 sf home with a private deeded footpath to the sandy shores of Stage Harbor. Thoughtfully designed to capture harbor and wetland views, the house features vaulted ceilings, an abundance of windows, hardwood floors and an

    Jack Bohman Gibson Sotheby's International Realty

    86 Champlain Rd, Chatham, MA 02633
  • /25

    $335,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    81 Fletcher Ln Unit C, Brewster, MA 02631

    Move right into this beautifully renovated, first-floor condo in the sought-after Ocean Edge Resort without any stairs to navigate. This 1-bedroom, 1-bath home features an open-concept layout filled with natural light and a private patio overlooking the Nicklaus Design Golf Course. The kitchen has been fully updated with quartz countertops, stainless steel appliances, modern cabinetry, and

    Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit C, Brewster, MA 02631
  • /59

    $4,995,000

    • 5 Beds
    • 4.5 Baths
    • 3,130 Sq Ft

    5 Kidd Way, Orleans, MA 2653

    An enchanting coastal retreat! Set alongside the Pleasant Bay estuary in one of Orleans' most private & naturally beautiful enclaves, this striking 5BR/5BA custom home blends relaxed coastal living with creative design & impeccable craftsmanship.Nestled among pines, rhododendrons, and roses, the residence offers expansive water views and exceptional privacy, while just minutes from world-class

    Fran Schofield Berkshire Hathaway HomeServices Robert Paul Properties

    5 Kidd Way, Orleans, MA 2653
  • /32

    $1,075,000

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    15 Sylvan Way, South Chatham, MA 02659

    Nestled in charming Chatham in a neighborhood of higher-end homes—this beautifully maintained coastal-style home blends timeless charm with modern upgrades. A graceful central staircase leads to a rooftop deck, evoking the classic appeal of historic sea captain homes. The interior features high-end European appliances (Fisher & Paykel & Blomberg), granite countertops, newer bathrooms, Roman

    Pauline Teas William Raveis Chatham

    15 Sylvan Way, South Chatham, MA 02659
  • /51

    $875,000

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft

    33 Rogers Rd, Brewster, MA 02631

    This lovely and immaculate Cape checks all the boxes! 2 large and comfortable bedrooms upstairs plus a light-filled first floor office/swing room. Open concept kitchen/dining/living room perfect for entertaining, with separate formal living room for cozy gatherings. Direct access from the kitchen onto the large sunny mahogany deck overlooking the private fenced back yard tastefully landscaped

    Ned Chatelain Chatelain Real Estate

    33 Rogers Rd, Brewster, MA 02631
  • /42

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft

    597 Orleans Rd, North Chatham, MA 02650

    Set on over an acre and a half of beautifully landscaped grounds, this 3-bedroom contemporary home is flooded w/natural light and offers stunning water views, a flexible floor plan and impressive finishes.The welcoming living room offers walls of windows, cathedral ceilings, a focal fireplace and skylights. A white chef’s kitchen has granite counters, stainless appliances and is open to the

    Team Clark & Tulloch Cape Cod Power of Two Compass

    597 Orleans Rd, North Chatham, MA 02650
  • /42

    $789,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    204 Timberlane Dr, Brewster, MA 02631

    Enjoy single floor living at its best. This newly constructed 3 bedroom 2 bath ranch style home offers a comfortable and cozy living environment . This ranch offers a wide open floor plan, consisting of a living room, office and bonus room that can be used as a guest room. Tasteful flooring throughout and a well designed kitchen,dining room combo. This newly built home comes equipped with

    Matthew Medeiros Millennium Realty Firm, LLC

    204 Timberlane Dr, Brewster, MA 02631
  • /4

    $289,900

    • Land
    • 1.34 Acres
    • $216,343 per Acre

    12 Old Campground Rd, Harwich Port, MA 02646

    Buildable Lot – 1.34 Acres of Tranquility, Close to the BeachDiscover the ideal setting for your dream home on this peaceful and private 1.34-acre lot, located less than 1.5 miles from the beach. All essential utilities are available at the road—including underground electric, town water, and natural gas—making the building process even smoother. An engineered septic plan has already been

    James San Giovanni Harbors & Homes Real Estate & Appraisal Company, LLC

    12 Old Campground Rd, Harwich Port, MA 02646
  • /42

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,260 Sq Ft

    29 Windward Walk, Harwich Port, MA 02646

    Your Cape Cod escape starts here — at the end of a quiet cul-de-sac, this Spacious Colonial w/ 2-car garage brings comfort, charm, & location together in 1 irresistible package. Whether you’re dreaming of year-round living, a summer retreat, or a rental goldmine, this one fits the life you want. Wrapped in vibrant blooms, just 0.8 mi to Saquatucket Harbor, 1.8 mi to Red River Beach & the downtown

    Kimberly Gravel Conway - Mansfield

    29 Windward Walk, Harwich Port, MA 02646
  • /42

    $3,595,000

    • 5 Beds
    • 7 Baths
    • 6,435 Sq Ft

    38 Captain Baker Rd, Brewster, MA 02631

    Imagine golden hour from a 50-foot deck overlooking Cape Cod's largest body of fresh, warm water. This breathtaking Brewster FULLY FURNISHED home offers sweeping views the moment you arrive. The cream-toned chef's kitchen with natural stone evokes the beauty of the coast and anchors three custom-finished levels of refined living. Enjoy seamless indoor-outdoor flow, with expansive entertaining

    John Mallard Redfin Corp.

    38 Captain Baker Rd, Brewster, MA 02631
  • /36

    $899,000

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

    272 Sheep Pond Dr, Brewster, MA 02631

    Located on pristine Sheep Pond and offering beautiful water views, this 3-bdrm Cape has newer furnace with natural gas heat and central air. The main level includes open living-dining rooms with slider to back deck, kitchen, office and pretty year round porch area highlighting sparkling water views. 2nd floor offer 3-bdrms and full bath. Hardwood throughout much of the house along with a walkout

    Tracey Oringer Kinlin Grover Compass

    272 Sheep Pond Dr, Brewster, MA 02631
  • /25

    $699,500

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

    213 S Westgate Rd, Harwich, MA 2645

    This turnkey single-family ranch built in late 2022 offers easy, move-in-ready living. Located on a quiet road in Harwich, featuring three bedrooms and two full bathrooms, this home boasts 10' vaulted ceilings throughout the living area and 9' ceilings in the bedrooms, creating a bright and open atmosphere. Thoughtfully designed for convenience, it includes a main-floor laundry area and an

    Derek Greene The Greene Realty Group

    213 S Westgate Rd, Harwich, MA 2645
  • /24

    $995,000

    • 4 Beds
    • 2 Baths
    • 1,482 Sq Ft

    92 John Joseph Rd, Harwich, MA 02645

    Waterfront on Joseph's Pond. Charming property offers a unique blend of nostalgia and opportunity. Two side-by-side properties available to purchase separately, or together. This lot includes 2 cottages (Sleep House and Cook House). Step back in time and savor the simplicity and relaxation reminiscent of cherished summer memories. Ideal for those seeking a tranquil escape, this property provides

    Sandra Tanco Kinlin Grover Compass

    92 John Joseph Rd, Harwich, MA 02645
  • /16

    $995,000

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    90, 0 John Joseph Rd, Harwich, MA 02645

    Waterfront on Joseph's Pond. This charming property offers a unique blend of nostalgia and opportunity. Two side-by-side properties available to purchase separately, or together. This 1-bedroom, 1-bath retreat invites you to step back in time and savor the simplicity and relaxation reminiscent of cherished summer memories. Ideal for those seeking a tranquil escape, this property provides the

    Sandra Tanco Kinlin Grover Compass

    90, 0 John Joseph Rd, Harwich, MA 02645
  • /44

    $4,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,878 Sq Ft

    38 Indian Trail, Chatham, MA 02633

    BREATHTAKING SUNSETS OVER NANTUCKET SOUND. Perched above Buck's Creek with panoramic views stretching to Nantucket Sound, this extraordinary 1.3-acre Chatham property is a true waterfront sanctuary. Designed to embrace its breathtaking natural surroundings, the home features walls of glass and an expansive wraparound deck that blur the line between indoors and out. Spectacular sunsets create a

    Chris Rhinesmith Compass Massachusetts, LLC

    38 Indian Trail, Chatham, MA 02633
  • /53

    $3,500,000

    • 5 Beds
    • 3.5 Baths
    • 2,659 Sq Ft

    92 Barcliff Ave, Chatham, MA 02633

    Honored with the prestigious 2004 Chatham Preservation Award, this iconic historical residence was meticulously restored to perfection in 2002, seamlessly blending its storied heritage with the finest modern luxuries. Nestled in a prime yet private locale, the home's enchanting exterior teases with a glimpse of the lush, secluded garden, a serene oasis framed by a stately pergola. The

    Chris Rhinesmith Compass Massachusetts, LLC

    92 Barcliff Ave, Chatham, MA 02633
  • /44

    $779,000

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    264 Massachusetts 28, Harwich, MA 02671

    This updated Cape-style home is ideally situated near all that Harwich has to offer. Nestled against conservation land and spanning almost 0.75 acres, this 3- or 4-bedroom cape features a flexible floor plan, making it perfect for either a Cape Cod getaway or year-round living. Located just half a mile from Earl Road Beach and within walking distance to several excellent restaurants and shops,

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    264 Massachusetts 28, Harwich, MA 02671
  • /93

    $6,750,000

    • 5 Beds
    • 5.5 Baths
    • 5,620 Sq Ft

    15 Windy Hill Way, Chatham, MA 02633

    This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous

    Tim Bailey John C Ricotta & Assoc.

    15 Windy Hill Way, Chatham, MA 02633
  • /46

    $1,049,000

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft

    393 Thousand Oaks Dr, Brewster, MA 2631

    Set on an 1-acre lot in a quiet wooded neighborhood, this spacious Cape Cod home offers nearly 3,000 sq ft of living space, on top of an additional potential 1000+ sqft of unfinished basement that could be finished. Ideal for entertaining, it features all on the 1st floor: an open kitchen with an island & a slider connecting to a big deck, a huge vaulted ceiling family room with another slider

    Melanie Cauchon Melanie Cauchon Real Estate

    393 Thousand Oaks Dr, Brewster, MA 2631

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