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

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

Classic Sears Roebuck Cottage expanded in 2003 and just 0.2 miles from Rock Harbor and a sandy bay beach. Charming two bed, two bath, 1591 sf home with a beautiful vaulted great room, screened front porch and bonus loft. First floor suite w/ private bath, two-car detached garage, outdoor shower. Enjoy the 4th of July fireworks display in the privacy of your back yard. Delight in the downtown

Eric Ehnstrom 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

Classic Cape-style home offering 2,092 sq ft of living space in the main house with a flexible and functional floor plan. The traditional Cape layout includes comfortable living areas and a finished walk-out lower level, perfect for extended living, recreation space, a home office, or guest use.The main floor features a primary en suite bedroom, along with a second bedroom, shared bath with

Kirsten Johnston Gibson Sotheby's International Realty

Set at the peaceful end of a cul-de-sac and bordered by 10 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, first-floor

Eric Ehnstrom Compass

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

DEED RESTRICTED AFFORDABLE SALE! First come, first served applications now accepted! A wonderful opportunity exists for those over the age of 62 to move into a lovely 2-bedroom, 2-bath condo at Wise Living, a modern independent senior living community on West Street in Orleans. The second floor home features a private balcony and includes two parking spaces of which one is a garage. The property

David Gasser CHAPA Portfolio Realty LLC

Discover pond-front living on nearly an acre. Completely renovated in 2024, this home blends high-end finishes, perfect as a year-round residence or your Orleans summer escape.Step inside to an inviting open-concept interior featuring solid wood beams, new hardwood floors, Andersen 400 series windows, and wood-burning fireplace. The designer kitchen impresses with all-new KitchenAid stainless

Dolores Alberti 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

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

Perched at the top of a private 1-acre lot, this newer home checks all of the boxes! The 1st floor primary bedroom suite features a walk-in closet and en suite bath with a walk-in shower and double sink vanity. The great room is the ultimate gathering place, with its open plan blending the kitchen, dining, and living areas. Enjoy vaulted ceilings, a palladium window, built-ins, wide oak floors,

Amy Harbeck Kinlin Grover Compass

This newer home checks all the boxes! The 1st-flr primary bedroom suite with a walk-in closet and en suite bath with walk-in shower and double sink. The great room offers an open plan blending the kitchen, dining, and living areas. Enjoy vaulted ceilings, a palladium window, built-ins, wide oak floors, and a cozy gas fireplace. The kitchen is a chef's delight, boasting a large island with

Amy Harbeck Kinlin Grover Compass

Homes this close to Rock Harbor rarely offer both privacy and future potential. Priced at $899,000, this two-bedroom Cape combines year-round livability, a fireplaced living room, and a generous lot with a passing 3-bedroom septic--an increasingly hard-to-find combination on the Lower Cape.

Wendy Diehl William Raveis Real Estate & Home Services

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

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

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

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

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

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

Just 0.7 miles to South Orleans Beach and close to Nauset Beach, this well-situated home offers privacy, convenience, and a setting that puts some of the Lower Cape's best outdoor amenities close at hand. Set on a large corner lot near the Brewster-Orleans line and accessed from Timberlane Drive, the property is tucked behind a natural screen of trees, creating a peaceful feel. The living room

INSPIRE Team Keller Williams Realty