Orleans, MA Homes for Sale with Garage

East Orleans - Set on 2.3 private acres framed by classic stone walls and close proximity to the water with winter peeks, this rare multi-home compound offers exceptional charm and versatility.The main residence provides nearly 3,500 square feet of inviting single-level living, featuring 8 rooms, 3 bedrooms, 2.5 baths, and an oversized 868-square-foot two-car garage--ideal for comfortable

LUXRECapeCod Gibson Sotheby's International Realty

This stunning new contemporary home by Eastward Companies is nearing completion. Designed to embrace the unique topography and natural setting, it overlooks a flourishing natural hollow. The three levels of living space offer immersive views of the surrounding native flora, further enhanced by a comprehensive natural landscape plan. Walls of south-facing windows and multiple decks offer quiet

Jeff Cusack Cove Road Real Estate

Modern Luxury Meets Coastal Charm in Orleans, Cape CodWelcome to an exclusive enclave of four newly constructed luxury homes in the heart of South Orleans, where timeless coastal charm meets sophisticated modern design. Nestled in a picturesque setting, each residence in this subdivision offers refined elegance, premium finishes, and a private pool--creating a sanctuary perfect for both

LUXRECapeCod Gibson Sotheby's International Realty

This magnificent new Eastward home in Orleans' beloved Mayflower Point Association will be completed for Summer 2026. Sited privately on 1.4 acres of gracious lawn enveloped by native flora, the home epitomizes Eastward's commitment to luxurious detail and a classic New England aesthetic. 5700 sq ft finished over three levels with multiple gathering spaces. The coffered-ceiling great room beckons

Jeff Cusack Cove Road Real Estate

Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is

Jeffrey Marcus Corcoran Property Advisors

Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

LUXRECapeCod Gibson Sotheby's International Realty

Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1.12 private acres, this spacious 4-bedroom, 3.5-bath home captures the beauty of the Cape with sweeping marsh vistas and ever-changing coastal light. The thoughtfully designed layout provides generous living spaces ideal for relaxing or entertaining, with large windows that frame the natural surroundings. The

Sandra Milano RE/MAX Executive Realty

Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine

Cape Cod Power of Two Compass

Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square

Jen Whitaker Gibson Sotheby's International Realty

This luxurious, classic New England Cape-style home by Eastward Companies is one of a new two lot Brewster subdivision close to beautiful Crosby Beach, The Cape Cod Rail Trail and the Town of Orleans. Form meets function at the highest level with an exceptional degree of custom finish work. The cathedral great room is the home's hub, it combines the Thermador-equipped kitchen with the fireplaced

Jeff Cusack Cove Road Real Estate

Tucked away on a private lane in desirable East Orleans, this charming Cape Cod style residence is being offered for the very first time by its original owners. Thoughtfully designed and lovingly maintained, this special home offers the perfect blend of timeless character, comfortable living, and an exceptional location close to everything Orleans has to offer.Inside, the inviting open-concept

Victoria Harrison Farr Sotheby's International Realty, Inc.

Welcome to this classic Cape-style home now featuring a spring price improvement, a perfect opportunity to make your move this season and be in for the summer! Designed with a flexible and functional layout, the home offers 2,092 sq ft of versatile living space in the main residence. First floor living includes a spacious primary en suite bedroom, a second bedroom, a shared bath with convenient

Kirsten Johnston Gibson Sotheby's International Realty

A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. Tucked backfrom the road, it features an expansive front yard, a detached barn, and a main house surrounded by alarge private, level backyard--perfect for outdoor gatherings or exploring nearby conservation trails.Inside, sunlight floods through windows and skylights, illuminating beautiful wide-planked wood

Sandra Tanco Kinlin Grover Compass

Cape Escape, Beautifully Updated & Ready to Enjoy. Located in sought-after Orleans, this inviting home offers an exceptional opportunity to enjoy the Cape lifestyle at an approachable price point. Inside, a light-filled open layout showcases a stylish granite kitchen, refreshed bath, and thoughtful updates throughout. Mini splits provide efficient year-round comfort, making this home as practical

Kristin Duffy William Raveis RE & Home Services

Rarely available, this renovated 2023 four-bedroom home is tucked away on a quiet road shared by just six properties, offering a rare blend of privacy and an exceptional location just steps from Skaket Beach.The thoughtfully designed reverse floor plan is ideal for coastal living, with four spacious bedrooms on the main level and a light-filled upper level designed for gathering. The open

Liz Holguin Classic Cape Real Estate, LLC

Enjoy the best of Cape Cod summer living at this inviting Orleans getaway, just a 5-minute walk to a private beach and dock on Little Pleasant Bay. This 3-bedroom, 3.5-bath home offers generous living space, including a bonus TV room perfect for relaxing after a day by the water. The main living area features a working fireplace, creating a cozy gathering spot for cooler evenings. Step outside to

Dodge Tucker

Waterfront contemporary on Cedar Pond. Enjoy elevated views of the pond, the abundant wildlife and beautiful sunsets from this true 1967 contemporary. Cedar Pond is a rich bird habitat with ospreys, swans, ducks and many others making it their home. Spacious, airy and solidly built, this architecturally intriguing 4 bedroom, 3 bath presents a perfect canvas to realize your vision for your Cape

Jeff Cusack Cove Road Real Estate

Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

LUXRECapeCod Gibson Sotheby's International Realty

Enjoy carefree living close to all Orleans has to offer in this elegant, 62+ independent living community. This 3rd Floor corner end unit features a bright open and spacious floor plan with 2 bedrooms and 2 full baths, full size kitchen, dining room with extra windows, living room with large outdoor balcony. Primary bedroom has 2 closets & a private bath with walk-in shower. Guest bedroom or

Dee Higgins Gibson Sotheby's International Realty

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound

Chris Rhinesmith Compass Massachusetts, LLC

Set at the peaceful end of a cul-de-sac and bordered by 9.5 acres of conservation land, this Cape Cod retreat offers rare privacy and serenity, with Pleasant Bay just around the corner. The main home features three bedrooms and two and a half baths, with a vaulted kitchen and dining area, den with gas stove, living room with Rumford fireplace, vaulted sitting room opening to the patio,

Eric Ehnstrom Compass

Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. Eastward Companies, synonymous with Lower Cape luxury homebuilding, has exquisitely designed this 5800 sq ft shingle-style masterpiece to showcase their coastal aesthetic in a fantastic saltwater setting. The covered entry porch beckons to the main floor which is entirely dedicated to gathering and enjoyment.

Jeff Cusack Cove Road Real Estate

This impeccable waterfront home is defined by its exceptional setting and thoughtful design. Panoramic views across Mill Pond to Nauset Beach and beyond, visible from every primary living space. A private path leads to the water, offering mooring potential just offshore and direct access to the open ocean.The foyer opens to a cathedral-ceiling living room with lofted overlook, all oriented to

Dawn Lee Gibson Sotheby's International Realty

With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, deepwater access to Pleasant Bay and the Atlantic beyond - this stunning salt-waterfront retreat is a boater's dream. Set high on nearly an acre, the winding drive reveals captivating views, privacy, and serenity. The lovely shingle-style home combines timeless natural materials, sublime craftsmanship, and

Sarah Keith eXp Realty, LLC

Tucked in the heart of Orleans, this home offers the kind of location that makes Cape Cod living easy and memorable. Leave the car behind and head to nearby tennis courts, playgrounds, and the Cape Cod Rail Trail for biking and outdoor adventures. Spend your days exploring some of the Cape's most beloved beaches -- from the calm bayside waters of Skaket Beach, to freshwater swimming at Crystal

Leighton Team Keller Williams Realty

Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

LUXRECapeCod Gibson Sotheby's International Realty

Overlooking Rock Harbor Creek, this home offers a front row seat to the continuous, ever-changing show of nature within a marsh. Osprey, blue heron and snowy egrets are among the many stars that grace this tidal scene--viewed from the wrap around deck, family room, dining room and primary suite. Set above the reaches of high tide, this 2 bedroom home lives larger with finished spaces in the

Laura Clements Cove Road Real Estate

Experience the best of Orleans living, with Rock Harbor Beach just 0.5 miles away & breathtaking sunsets, tidal flats, boating & coastal charm moments from your door. This 1867 post-and-beam Cape is an absolute entertainer’s dream, blending historic character, modern comfort & strong income potential with exceptional indoor & outdoor living space. Offering 5 bedrooms, 4.5 baths, nearly 3,000

Deborah Salvatore Berkshire Hathaway Home Service New England Properties