South Orleans MA Real Estate & Homes for Sale

Welcome to your luxurious retreat nestled near the beach at Rock Harbor. This lightly-used, like-new construction, epitomizes coastal elegance and offers a sublime blend of modern comfort and classic charm. With 4 bedrooms, 5.5 baths, and exquisite amenities, this residence promises a lifestyle of tranquility and sophistication. As you enter, you are greeted by a bright and airy living space adorned with 3 dog house dormers, high ceilings, designer fixtures, and hardwood floors that exude warmth and refinement. The gourmet kitchen is a chef's delight, boasting top of the line appliances, custom cabinetry, quartz countertops. and a spacious 9 foot island perfect for culinary creations and entertaining guests. The first floor primary bedroom suite features an en-suite bath and walk in closet. Adjacent to the kitchen, is the dining area with French doors leading to a custom sun room. The 3 upstairs bedrooms all have private baths. The finished basement adds over 1100 square feet.

Leeward. An escape for all seasons, this silver shingled Cape Cod residence features three bedrooms, two bathrooms in great condition, reflecting its recent renovation. There is central air and gas heat allowing for year-round use. There is an expansive deck, and on those rare occasions when weather does not cooperate, the gleaming wood floors, large living and dining areas will welcome you and your family to reconnect and recount the adventures of the day spent on the shores of Cape Cod Bay. Taxes and condo fees to be determined. Property is being sold furnished. Please verify all information contained herein.

Two homes on 3.27 acres on Bridge Rd in Eastham. 6-bedroom main house built circa 1775 & renovated 2-bedroom cottage ideally located near 2 CC Bay beaches & the Bike Trail. The 2978 SF antique home has been added onto over the years including open kitchen/dining, center island, wall oven, lg fireplace & oak floors. Other interior features include wide pine floors, period details, multiple sitting areas, a generous sized living room, formal dining room, 1st floor BR, laundry room, & a spacious primary suite on the 2nd flr w/direct access to a roof top deck. 2 more BR's on the 2nd level & 2 BR's on the 3rd level. Nat. gas heat & generator. Covered porch & expansive brick patio are perfect to gather w/friends & family. Lovely grounds w/plenty of room for gardens, future pool/garage. 624 SF cottage renovated in 2018 w/cozy living areas, 2 BR's, walkout basement, oil heat. Boat Meadow Beach & Eastham's Rock Harbor Beach just over 1/2 mi away. Convenient to Orleans shops/restaurants.

Welcome to Collins Cove, a rare and historic gem steeped in over a century of family history. This property comprises seven individual cottages, two of which are year-round, offering a total of 20 bedrooms. Set against the breathtaking water views of Town Cove, this property creates cherished summer memories and offers a range of possibilities. Boasting not one, but two docks for water enthusiasts, along with a variety of outbuildings including a four-car garage and a boat house, Collins Cove is a haven for those seeking a personal retreat, an investment opportunity, or a blank canvas for creative vision. The properties nostalgic charm and rich history make it an exceptional find, with potential for creating condominiums or single-family homes. Whether you are drawn to the idea of preserving its history, captivated by the stunning water views, or intrigued by the myriad of possibilities for ownership, Collins Cove invites you to explore the endless potential it offers.

Enjoy a private setting in this immaculate move in ready 3 Br, 3.5 bath home.! This comfortable 3852 square foot home with high ceilings and an open floor plan, features granite countertops in a large kitchen and dining area. Lower level is included in total living space. Additionally very adequate living room w/fireplace, a first floor primary bedroom with bath, and a den, tv room or home office, all on the first floor. Also on the first level is a mudroom with laundry room and full bath. On the second level there are two large bedrooms, and a full bath with double vanity. Other features include a recently updated Tesla Solar Electric System with 65 panels, a recently updated heating and A/C system including hot water tank and a recently renovated mahogany deck overlooking a wooded area. The walk out lower level is an area to be developed for additional living space featuring high ceilings and is very spacious. This must be seen to appreciate

Classic and quintessenially Chatham, this 3BR 2.5 bath Cape Cod home has been expanded and renovated over the years. Offering both peeks and access to Ryder's Cove and easy walk to Ryder's Cove Marina, this is a boat lovers paradise. Brimming with charming spaces from the sun filled sitting room with access to the private rear deck or the airy kitchen with butcher block countertops and breakfast nook to the more formal living room and dedicated dining room. The primary bedroom and full bath are privately located on one side of the second story and the two quest bedrooms and full back occupy the other wing. Oversized and private rear yard are home to a four bay, 2 car garage barn/garage and possible future pool location. A potting shed, flowering trees and shrubs as well as a gentle path lead to deeded rights at water's edge for kayaking and fishing.

Enclosed in a secluded setting, this charming ranch-style home is the epitome of tranquil living. Stepping inside you'll find a thoughtfully designed interior that seamlessly combines comfort with understated elegance. The spacious layout offers plenty of natural light, & the open-concept kitchen & living area create a welcoming space for family gatherings or quiet evenings at home. With its' desirable location & inviting atmosphere, this property is the perfect retreat from the hustle and bustle of everyday life. The lower walk-out level has an inviting bedroom and recreation room, complemented by its own bath. Relax on your private wraparound deck, perfect for birdwatching or reading your favorite novel. Enjoy the benefits of the owner-owned solar panels, which not only reduces the carbon footprint but also generates a yearly income. Embrace the opportunity for further enhancements with a certified architectural plan provided by the seller for a two-car garage.

Don't miss out on this fabulous 4-bedroom 2 full bath Cape Home in North Chatham, conveniently located near Ryder's Cove and Jackknife Beach, perfect for awesome swimming and sailing! Step into the inviting living room with a picture window, custom Hunter Douglas window treatments, built-ins, and engineered wide plank hardwood floors. The bright and spacious eat-in kitchen opens to a newer deck and a beautiful large level yard, creating the perfect setting for loads of summer fun! Upstairs, discover a generous family room that can also serve as a primary bedroom, depending on your needs. The basement provides ample storage space, a workshop area, and laundry. Enjoy the convenience of an enclosed outdoor shower and Mini Splits (upstairs) & Central Air Conditioning(downstairs) for added comfort. Only about 1 mile away, you'll find the Chatham A's field, a playground, and kid-friendly swimming at Oyster Pond. A few minutes car ride to downtown. Also, a great rental investment opportunity.

Believe it or not summer is just around the corner, and Rainbow Cottage is ready to welcome you to the quintessential Cape Cod experience. Nestled less than a block away from a private beach on Cape Cod Bay, adjacent to Ellis Landing, this charming cottage offers proximity to the serene Brewster flats. Featuring two bedrooms and one bathroom, Rainbow Cottage exudes a timeless charm with its beautiful antique fireplace. The recently installed spacious outdoor shower adds a touch of modern convenience to your seaside retreat. Cap off your sun-soaked beach days by unwinding on the breezy screened front porch, where you can soak in the coastal breeze and the ambiance of this idyllic location. Rainbow Cottage comes fully furnished, providing you with a hassle-free getaway that captures the essence of Cape Cod's rich history and charm. Don't miss the opportunity to experience the Cape Cod of yesteryear in this delightful coastal haven.

Welcome to this 2 bedroom, 2.5 bathroom condo nestled in the heart of Brewster. Step into this spacious unit boasting a large area for living and entertaining. The primary suite is a sanctuary of comfort, with a private ensuite bathroom and two large closets. The second bedroom also offers a comfortable retreat with easy access to a full bathroom nearby. One of the highlights of this condo is the array of recreational facilities offered by the association. Enjoy year-round access to a pool (both indoor and outdoor pools), fitness center, tennis/pickle ball courts and indoor racquetball court. Whether you're seeking relaxation or recreation, this condo offers the perfect blend of comfort and convenience. Don't miss your chance to experience resort-style living in this coveted community.

Location, Location, Location! Are you searching for an opportunity to put your creative touch on a home in a fantastic location? Look no further- Sheep Pond Estates! Situated in the picturesque neighborhood of Sheep Pond Estates with association rights to popular Sheep Pond for swimming, kayaking & fishing! Nestled in the heart of Brewster, this gem offers immense potential for savvy investors or DIY enthusiasts AS it sits, this property has 2 bedrooms on the first floor and 2 framed, unfinished bedrooms on the 2nd floor. The property boasts a nice backyard, providing ample space for outdoor living, gardening, or even expansion possibilities. There is potential for ''Adorable'' as a great vacation or year-round home. Situated in one of the most sought-after neighborhoods in Brewster, bring your vision.

We invite you to this exceptional beach house with distant views of Nauset, which has undergone a complete renovation. Showcasing a stylish and contemporary design that is bound to impress, you will be instantly captivated by the abundance of natural light that floods the sun-drenched rooms, creating an inviting and cheerful ambiance throughout. The open floor plan seamlessly connects the living, dining, and kitchen areas, offering a perfect space for entertaining or simply enjoying quality time with family and friends. Wake up to the soothing gentle breeze and salt air as you step outside and are greeted by the beauty of the meticulously manicured gardens. The gorgeous landscape creates a serene and picturesque setting, perfect for outdoor gatherings, barbecues, or simply basking in the sun as you immerse yourself in the tranquility and serenity that these gardens offer. Just around the corner Mill Pond awaits you, or take a quick ride to Nauset Beach. Home being sold turnkey.

Welcome to Winslow Landing! With deeded rights to a private association bayside beach and close proximity to restaurants and shops, you can enjoy the best of what Brewster has to offer. After a day on the beach, rinse off in the outdoor shower and then relax in the hot tub as the sun sets, before heading out to JT's for dinner and an ice cream cone. This two-bedroom, one-bathroom beach cottage exudes Cape Cod charm. A wooden deck and raised garden beds provide a tranquil outdoor space. Inside, a large wood-burning fireplace and gas heat keep things cozy in the cooler months. Additionally, a backyard shed provides extra storage for your beach gear, while built-in shelves and drawers in the bedrooms help with storage inside. The galley kitchen features newer cabinets and stainless steel appliances. Whether you love this cute home as it is or want to make it your dream beach house, this property offers wonderful possibilities.

Nestled in the Shore Gardens Complex, this amazing coastal property is perfect for waterfront living. The views from this freestanding 3 bedroom, 3 bath condominium are quite impressive. The main level consists of a renovated interior, spacious kitchen with granite counter tops, updated appliances and center island open to the living room. A first-floor bedroom with sliders to the wrap-around deck add a nice touch. A very large patio area with firepit off the kitchen extends the first floor living space. On the second level, the primary bedroom provides a private oasis with its own bath, walk-in closet and deck overlooking the stunning water of Town Cove. This property has a walkout basement. The association dock is perfect access for boating, sailing, kayaking, paddle boarding, swimming, fishing or windsurfing. 2 moorings are included with this property.

Welcome to your serene retreat nestled deep in the sought after Beechwood Landing neighborhood. Beechwood Landing homeowners have deeded rights to private Greenland Pond with its sandy beach, kayak racks and picnic areas, and also to Long Pond With its 60 foot deck, T dock, and mooring field for your boat. As you step inside you are welcomed into the main living space, adorned with exposed wooden beams and natural light. The open concept layout seamlessly transitions from the living area to the dining room and kitchen. A convenient laundry room and a large wood beamed Great Room adds to the functionality of the main level. On the first level, you will also find a versatile bedroom and a full bathroom, offering flexibility and convenience for guests or a home office. Venture upstairs to discover the primary suite, along with another bedroom and a full bathroom. Don't miss the opportunity to make this charming post and bam retreat your own!

Panoramic views of the Brewster flats from this two story shingled home nestled in the sand dunes are unparalleled. Enjoy a private beach from your lighthouse tower overlook or the upper and lower decks. Meander the private path a short distance to the water's edge. Magnificent sunsets looking out to the tip of the Cape are just a few amenities of owning this seaside home. The house was thoughtfully renovated in 1995. The 1200 sq. ft of living space offers an open floor plan living space on the first floor and three bedrooms and full bath on the second floor. The bay side of Cape Cod offers authentic peaceful Cape Cod living with calm waters and magnificent beaches. This one of a kind property boasts a strong rental history and a remarkable opportunity.

Refreshing 2 bedroom 1.5 bath townhouse located in Oakwood Village. This home features new luxury vinyl planking throughout the first floor with a stunning new kitchen cabinets with soft close hardware and quartz countertops! There is a patio right off the kitchen area to enjoy the outdoor space. There is also a laundry closet and half bath conveniently located on the first floor. Relax in the spacious living room with fireplace and dining area. The two bedrooms are located on the upper level, one featuring two closets and direct access to full bathroom. The Cape Cod Rail Trail is a two-minute walk, sandy beaches, ponds for kayaking and Nickerson state park are all the charming amenities of Brewster!

Perfectly nestled on a quiet street this lovely second floor unit offers bright and sun drenched spaces that are warm, comfortable and inviting. A perfect home if you are just starting out or maybe if you need less living space. This exceptionally well maintained unit offers beautiful hardwood floors, newer kitchen and bathroom with fine granite countertops, a wood burning fireplace and even a little shared balcony to get some fresh air. Enjoy morning coffee by the oversized picture window that overlooks a beautiful natural setting with an abundance of birds, butterflies and other cool natural wonders. Such an ideal spot of easy living; yet convenient to so much. There is a large additional storage room in the basement along with a private laundry room for this unit.

Nestled on a quiet side street in one of America's most charming coastal towns, this Chatham home has been fully renovated, every surface newly re-crafted, including new a/c and appliances and is perfectly ready to welcome its new owners in time for a carefree summer. Stylish finishes and abundant natural lighting greets you throughout this charming 4 br, 2 bath Cape, filtering in through oversized windows, and glistens off the refinished light pine floors. The renovations include a splattering of whimsy with retro new custom appliances, carefully chosen hardware upgrades and modern glassed in shower in the brand new bath. Outside, the manicured backyard provides an idyllic setting for outdoor entertaining or relaxation, complete with a patio and lush landscaping. Located just moments from Frost Fish Trail for hiking, Chatham's charming downtown area and pristine beaches, this renovated gem offers the epitome of Cape Cod living.

This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen. There are six en suite bedrooms with sweeing views over three levels with a spectacular master suite.

Welcome to 8 Isaiah Dunster Rd! A special property in a treasured Brewster Bayside setting, less than 700' from a private deeded beach on Cape Cod Bay. Modern meets vintage in this 5-bedroom Cape-style home featuring two separate living areas. The main house, built in 1992, boasts an open layout with: wide pine floors, a spacious living room w/built-ins & window seat, dining/kitchen w/fireplace & access to the screened porch, 2 bedrooms; including a 1st floor primary suite w/ fireplace. 2 baths are ensuite & 3rd bath has laundry. Original section is a cottage circa 1958, featuring knotty pine, open dining/kitchen/living w/cathedral ceiling, and 3 bedrooms. While the main house is equipped w/oil heat & central AC, the unheated cottage provides an ideal space for summertime enjoyment. However, new owners may want to renovate & insulate for year-round use. This Bayside location provides tranquility & convenience of being near the beach, CC Bike Trail, eateries, ice cream, shops & more.

This stunning direct waterfront property offers 2,176 of living space and sits on a quiet dead end street! As you step inside,you'll be greeted by tranquil privacy creating an atmosphere of elegance and luxury.The eat-in kitchen is perfect for summer lobstah bakes or fire up that grill on warm summer evenings.If you're feeling adventurous,take advantage of the pond access,where you can swim,fish, canoe! 3 Bedrooms include first floor master! Two full baths (two batubs) Large eat in kitchen with room for 6 barstools! Huge deck overlooking Mill Pond. Oversized living room.

PRICE REDUCTION $126K! Rental unicorn, designer masterpiece, offered fully furnished! This amazing central location in North Chatham is just steps away from lovely Cow Yard Beach and a short walk to the Fish Pier, Chatham Bars Inn and A's field. Stroll into town for dining, shopping, parades or band concerts. This 3,428 square foot home is the perfect balance of indoor/outdoor open concept living and versatile private spaces. Let the dogs play freely in the privacy of your perfectly landscaped fenced-in backyard. The thoughtfully planned design includes a commanding open concept kitchen, a stylish dining room and large living room. The house was completely renovated in 2020 including new kitchen, appliances, hardwood floors, 1,200' finished walk-out lower level with lots of bonus space with media room, full bath, wet bar and cocktail fridge. The new utilities including 2 new furnaces and central AC units and talkless hot water. The home features a 2-car garage and large first floor mas

Water views of the North cut in North Chatham, walk to town and beach. This timeless residence was renovated by Rick Roy construction. Open floor plan living combines with 4 Bedrooms, 3.5 baths, an office and a music room to offer all the space you would wish for in this iconic location in North Chatham. The chefs kitchen boasts a 48 inch Wolf range along with an island that can seat a crowd! The fire-placed great room enhanced by numerous built-ins is a gracious entertaining space. The primary bedroom is flanked with book shelves, an ensuite bath, walk in closet and a balcony with water views. A home office has a beautiful view of the front gardens.The yard is a master gardeners delight. Planted with hydrangeas, roses and perennials it puts on a show and surrounds the outdoor patio with color. Want to watch for whale spouts? Come up to the widows walk for a birds eye view of the North cut and the Atlantic ocean beyond. There is a fully finished lower level. Room for pool.

Available for the first time in 50 years, this lovingly maintained 4 bedroom 2 bath home is a blend of a traditional Cape style home with a contemporary flair surrounded by established trees and thoughtful, mature plantings. There have been many personal touches and renovations throughout the years. The brick patio with a wisteria covered pergola and fish pond immediately greets you offering a perfect mix of a sunlit home within a shaded wooded lot. The kitchen is a spacious, eat-in, open style with a breakfast bar. The living room, den and first floor bedroom all have hardwood flooring and there is a first level bathroom. The remaining 3 bedrooms are on the second floor with a full bathroom. The 3rd bedroom has a cathedral ceiling and was once used as an artists studio. It's a bright and airy space with privacy. The lower level has a bonus room that can be used as a recreation room and has a sliding glass door leading to the side and back yard. The Cape Cod Rail Trail is around the co