Orleans MA Real Estate & Homes for Sale

26 Properties Found

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Beds:
4
Baths:
3.00
Sq.Ft.:
1,970
Status:
NEW LISTING
MLS#:
73539625
Type:
Single Family
Lot size:
0.53 Acres
Year built:
2014
Courtesy: Gibson Sotheby's International Realty 508-255-6000
View additional info

ADDITIONAL INFORMATION

Tucked away in one of the area's most coveted in-town waterfront settings, this exceptional property offers the perfect blend of privacy, convenience, and coastal living. Thoughtfully maintained and beautifully positioned to capture stunning water views of Town Cove from nearly every room, the home features four bedrooms, three full baths, and a highly desirable floor plan designed for both everyday living and effortless entertaining. Hardwood floors flow throughout the home, while multiple living areas, including a sunroom, spacious deck, and three distinct levels, provide flexibility and room for family and guests to gather or enjoy their own private retreat. Step outside to beautifully landscaped grounds that lead to your own private access to the water's edge. Spend your days clamming from your backyard, moor your boat just offshore, or cruise to the Outer Beach and enjoy a day on the water while avoiding summer traffic and crowds.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,478
Status:
NEW LISTING
MLS#:
73539084
Type:
Single Family
Lot size:
0.92 Acres
Year built:
1986
Courtesy: Compass 508-945-1856
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ADDITIONAL INFORMATION

This turn-key Cape-style home sits on nearly an acre, offering direct backyard water access and beautiful pond views. Gutted to the studs and renovated in 2024, it perfectly balances high-end finishes with everyday coastal conveniences. Open concept with access to the wrap around deck from the kitchen and dining room. Solid wood beams, hardwood floors, Andersen 400 windows, wood fireplace for those chilly nights, Velux skylights with solar shades. KitchenAid stainless appliances, premium Cambria quartz counters, ample cabinet space, central vacuum (both floors) and a first-floor bath with a GE all-in-one washer/dryer. Soundproofed walls, mini-splits, high-efficiency boiler, tankless hot water, double-lined oil tank, town water, private septic, and whole-house backup generator (minus stove). The spacious walkout basement with ample light is ready for it to be finished. A sprawling lawn rolls down to the water's edge—perfect for kayaking, rowing, and paddle boarding on Lily's Pond.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,556
Status:
NEW LISTING
MLS#:
73539001
Type:
Single Family
Lot size:
1.11 Acres
Year built:
1994
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
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ADDITIONAL INFORMATION

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

Open House:

Saturday, 6/27 3:00-5:00PM

More Open House Info >

Beds:
6
Baths:
5.00
Sq.Ft.:
3,820
Status:
Active
MLS#:
73535155
Type:
Single Family
Lot size:
1.25 Acres
Year built:
1975
Courtesy: Gibson Sotheby's International Realty 508-385-4944
View additional info

ADDITIONAL INFORMATION

A rare opportunity to own a home in the exclusive Pochet Association. This quality-built Acorn contemporary, constructed by Cape Associates, beautifully embodies New England modernism with its striking post-and-beam architecture, soaring ceilings, and expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and distant ocean views. The beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting. A detached garage with a two-room studio and bonus space offers exceptional flexibility for creative pursuits. Situated on a large, private lot, the property also includes deeded access to one of Cape Cod's finest beaches--perfect for surfing, swimming, or simply enjoying a day by the sea. Ideally located near the charming village of East Orleans.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,072
Status:
Active
MLS#:
73531799
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1977
Courtesy: McDevitt REALTORS® 508-385-8316
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ADDITIONAL INFORMATION

Priced below assessment in a lovely neighborhood for you to make your own. Only about 1 mile from Little Pleasant Bay at the end of Portaminicut Rd., this 3 bedroom, 2 1/2 bath Cape has a first floor primary with private bath, fireplaced family room, formal dining room, and living room completing the first floor along with a half bath and laundry. Up the stairs brings you to 2 more good sized bedrooms with shared bath and hardwood floors on both levels. Roof, siding, and heat/hot water systems have all been replaced in the last few years. Your improvements to this property will be well worth your investment. Floor plan to come.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
73529666
Type:
Single Family
Lot size:
0.61 Acres
Year built:
1980
Courtesy: Classic Cape Real Estate, LLC 508-737-9974
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ADDITIONAL INFORMATION

On a quiet dead end street close to downtown Orleans, sits this updated ranch style home on a large landscaped lot. There's even a back patio with electrical outlet ready for your outdoor kitchen! Stainless appliances, double pain windows and slider to the deck make this a low maintenance gem. Finished basement with an additional 600 sq. ft. of living space and full bath.New deck is being installed.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,908
Status:
Active
MLS#:
73525861
Type:
Single Family
Lot size:
0.58 Acres
Year built:
1987
Courtesy: Kinlin Grover Compass 508-255-3001
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ADDITIONAL INFORMATION

This lovely 3-bdrm plus office, 3 full bath Cape is set on an elevated lot with deeded rights to Bakers Pond! The 1st floor offers LR with gas FP, remodeled kitchen and dining area, hall bath with laundry, family room with slider to screened porch and large primary suite with cathedral ceilings and back deck access. 2nd floor has 2-bdrms, office with skylights and full bath. The home was refreshed in 2012 with new roof, siding, Azek trim plus new 1-car garage and fabulous 3-season screened porch. Other stellar qualities are the updated kitchen, mini-splits 1st floor (2023), 10x10 shed, propane for new gas FP (2020) and gas stove, cement driveway, outdoor shower, fenced-in, level backyard and full, dry basement. This outstanding location offers hiking, biking, ponds and Nickerson State Park practically out the back door!

Beds:
5
Baths:
5.00
Sq.Ft.:
2,951
Status:
Active
MLS#:
73510272
Type:
Single Family
Lot size:
0.73 Acres
Year built:
1867
Courtesy: Berkshire Hathaway Home Service New England Properties 860-571-7000
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ADDITIONAL INFORMATION

A turnkey investment opportunity in one of Cape Cod’s most sought-after vacation markets. This exceptional Orleans property blends historic charm, strong rental income, and lifestyle appeal. Located just .5 miles from Rock Harbor Beach, it offers easy access to boating, waterfront dining, and popular Cape attractions. Built in 1867 and moved to its current location with a full concrete foundation and thoughtful updates, this nearly 3,000-square-foot post-and-beam Cape features 5 bedrooms- 4.5 baths, ideal for large groups and multi-generational travelers. The property has generated approximately $100,000 in annual short-term rental revenue. Highlights include hardwood and tile flooring, split-system HVAC, 6 heating zones, insulated windows, solar panels, 2 fireplaces, a spacious kitchen, sunroom, koi pond, bluestone terrace, mahogany deck, and ample parking. This property represents a unique opportunity to own a high-performing asset in one of the Cape's most desirable destinations.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,684
Status:
Active
MLS#:
73506450
Type:
Single Family
Lot size:
1.12 Acres
Year built:
1984
Courtesy: REMAX Executive Realty 508-520-9696
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ADDITIONAL INFORMATION

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 living area flows to an outdoor deck--the tranquil waterfront setting. The home offers comfortable accommodations across multiple levels, including a finished lower level and separate apartment above the garage providing privacy for family and guests. With a strong rental history, this property presents an excellent opportunity for investment, seasonal enjoyment, or year-round living. Rare combination of acreage, marshfront setting, and breathtaking views of Cape Cod Bay.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,311
Status:
Active
MLS#:
73505446
Type:
Single Family
Lot size:
1.34 Acres
Year built:
1995
Courtesy: Corcoran Property Advisors 617-203-2005
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ADDITIONAL INFORMATION

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 bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,546
Status:
Active
MLS#:
22601200
Type:
Single Family
Lot size:
0.48 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Cove Road Real Estate 508-255-9797
View additional info

ADDITIONAL INFORMATION

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 spaces and tranquil vistas. The great room encompasses the first floor, ideal for gatherings. The natural wood chef's kitchen is a striking complement to the sleek lines and kerfed windows of the living and dining space. Upstairs are two guest bedrooms and a stylish primary suite with fireplace and private deck. The fixtures, finishes and workmanship throughout are superb. The lower walkout level is for media, games, and access to the inground plunge pool with its private granite patio, outdoor shower and gas fire pit. Watch the stars or the amazing variety of birds and wildlife that visit. Coupled with a superb Briar Springs Hills address, an area loved by walkers for generations, this property presents the ultimate Cape retreat or year-round home.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,316
Status:
Active
MLS#:
73494776
Type:
Single Family
Lot size:
1.13 Acres
Year built:
1942
Courtesy: Gibson Sotheby's International Realty 508-255-6000
View additional info

ADDITIONAL INFORMATION

Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and your own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, a hot tub, and a large deck for gatherings or peaceful enjoyment. A must-see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

Open House:

Sunday, 6/28 11:00-1:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
2,149
Status:
Active
MLS#:
73493548
Type:
Single Family
Lot size:
0.61 Acres
Year built:
1956
Courtesy: Keller Williams Realty 508-534-7200
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ADDITIONAL INFORMATION

SELLER TO PROVIDE A CREDIT TO THE BUYER TOWARD THE INSTALLATION OF THE UPDATED SEPTIC SYSTEM, BASED ON THE CURRENT QUOTED COST FOR INSTALLATION. North of 6A and tucked off Rock Harbor Road, this 4-bedroom, 2-bath home offers a classic Orleans setting just a half mile to Rock Harbor--spend your days on the beach, watch the fishing boats return, or take in the 4th of July fireworks. Offering 2,149 sq ft, the home features a spacious living area with wood-burning fireplace and an easy flow to a large deck, ideal for entertaining. A bright 3-season porch adds flexible living space, while the walk-out lower level provides potential for additional finished square footage. Just a half mile to downtown Orleans--enjoy local restaurants, coffee at the Chocolate Sparrow, or access to the Cape Cod Rail Trail. Well-suited for year-round living, a summer getaway, or investment opportunity. Property is currently served by a cesspool.

Beds:
5
Baths:
7.00
Sq.Ft.:
7,372
Status:
Active
MLS#:
73493011
Type:
Single Family
Lot size:
2.5 Acres
Year built:
2004
Courtesy: Compass 508-206-8726
View additional info

ADDITIONAL INFORMATION

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 features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,939
Status:
Active
MLS#:
73491792
Type:
Single Family
Lot size:
1.18 Acres
Year built:
1830
Courtesy: Kinlin Grover Compass 508-432-8800
View additional info

ADDITIONAL INFORMATION

A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. Tucked back from the road, it features an expansive front yard, a detached barn, and a main house surrounded by a large private, level backyard--perfect for outdoor gatherings or exploring nearby conservation trails. Inside, sunlight floods through windows and skylights, illuminating beautiful wide-planked wood floors that radiate timeless charm. The kitchen opens to a cozy sitting area, ideal for conversations as meals are prepared, while the dining room with backyard views and slider access is made for entertaining. A spacious living room with a fireplace and adjacent bedroom and full bathroom offer comfort and convenience. Upstairs, there are two bedrooms, an office (via a back staircase), and a balcony that places you in a peaceful natural setting. Need more space? The newly constructed post-and-beam barn with garage offers potential guest accommodation. A separate shed provides extra storage.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,091
Status:
Active
MLS#:
73489022
Type:
Single Family
Lot size:
0.8 Acres
Year built:
1968
Courtesy: Gibson Sotheby's International Realty 508-255-6000
View additional info

ADDITIONAL INFORMATION

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 feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay.

Beds:
2
Baths:
1.00
Sq.Ft.:
750
Status:
Active
MLS#:
22600763
Type:
Condo
Year built:
1980
A broker reciprocity listing Courtesy: Beach Road Properties 508-255-5444
View additional info

ADDITIONAL INFORMATION

This two-bedroom one bath has been totally renovated inside and out. The kitchen has been updated with new appliances, washer/dryer and custom granite counter tops. The outside of this home has a new roof, windows, slider, AZEK decking and handrails. It is also situated in a premiere location. 1.2 miles from Skaket Beach and waking distance to restaurants, shopping and the Rail Trail.

Beds:
6
Baths:
6.00
Sq.Ft.:
3,861
Status:
Active
MLS#:
22600707
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1832
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

Steeped in history yet perfectly attuned to modern life, this landmark 1830s residence--once the storied Old King's Inn--embodies the finest expression of Cape Cod's old-world charm and contemporary refinement. Nestled along Yarmouth Port's famed Captain's Mile, the home has been masterfully restored with every system and surface renewed. Inside, gracious entertaining rooms unfold around a chef's kitchen with custom millwork, a central dining room with magnificent built-ins, and a hearth-side living area flowing to a four-season sunroom overlooking the heated pool, spa, and bluestone terrace framed by mature gardens. The sanctuary-like primary suite and multiple en-suite bedrooms create exceptional comfort for family and guests, while a historic three-bay barn offers potential for expanded living space, completing a campus-like setting ideal for gathering and retreat. Moments from Yarmouth Port's village favorites--Hallet's Ice Cream, Jack's Outback, Lighthouse Keeper's Pantry, and the scenic Mill Bridge and Gray's Beach Boardwalk--this turnkey estate unites legacy architecture, modern luxury, and an incomparable Cape Cod lifestyle.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,560
Status:
Active
MLS#:
73483696
Type:
Single Family
Lot size:
1.31 Acres
Year built:
1982
Courtesy: Gibson Sotheby's International Realty 508-432-6100
View additional info

ADDITIONAL INFORMATION

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 laundry, plus a bright kitchen, dining area, and comfortable living room. Upstairs, you'll find two additional bedrooms and a full shared bath, providing ample space for family and guests. A walk-out lower level adds 758 more sq ft of flexibility. The property also includes an attached two-car garage with a one-bedroom apartment above, ideal for in-law accommodations, guest space, or potential rental income. Move-in ready with room to personalize, this home presents a fantastic opportunity to add your own style and build equity. (Some photos are virtually staged)

Beds:
5
Baths:
8.00
Sq.Ft.:
5,700
Status:
Active
MLS#:
22600174
Type:
Single Family
Lot size:
1.4 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Cove Road Real Estate 508-255-9797
View additional info

ADDITIONAL INFORMATION

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 family and friends to assemble in spacious comfort to cook, dine and congregate after a day spent poolside or boating on Pleasant Bay via one of the association's saltwater mooring fields. Complete Thermador custom chef's kitchen by Eastward in-house craftsmen features a butler's pantry, beverage center and wet bar. Completing the first floor is a traditional sunroom with beadboard ceiling, laundry and the elegantly appointed primary suite. Upstairs are a fireplaced family room, deck and 4 private bedroom suites. The finished walkout lower level has 9' ceilings, laundry, a full bath and myriad possibilities. Outdoor enjoyment on a resort level centers on the 40' gunite saltwater pool and spa. The patio area includes a fire pit and a charming pool house with 1/2 bath and covered porch. The home is under construction and will be delivered in time for Summer 2026. MLS photos are for a highly similar, recently completed home.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,623
Status:
Active
MLS#:
73453928
Type:
Condo
Year built:
2005
Courtesy: Gibson Sotheby's International Realty 508-385-4944
View additional info

ADDITIONAL INFORMATION

Elegant 62+ independent living community in Orleans. This 3rd Floor corner end unit features a bright open & spacious floor plan with 2 bedrooms & 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 family room features 2 walls of custom built-in shelving/cabinets. Carpeting removed so new owners can add their choice of flooring. Monthly fee includes: 24/7 concierge, utilities-including gas heat, A/C, basic cable, electric, water; trash removal, repair & maintenance of the unit including major appliances & windows, exterior maintenance, garage parking & interior storage unit. Optional gourmet meals prepared by a private chef. Common areas: kitchen & sunny solarium where residents enjoy gathering for morning coffee, a library, large living room w/fireplace, exercise room & visitor's suite for extra overnight guests.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,824
Status:
Active
MLS#:
73451981
Type:
Single Family
Lot size:
0.58 Acres
Year built:
1984
Courtesy: Classic Cape Real Estate, LLC 508-737-9974
View additional info

ADDITIONAL INFORMATION

Nestled on a quiet road shared by only six homes, this beautifully renovated 2024 property offers the perfect mix of privacy, comfort, and coastal charm. Just a short stroll from Skaket Beach, it’s a place where you can unwind, soak in the sunsets, and enjoy the best of Orleans living.The thoughtfully designed reverse floor plan places four comfortable bedrooms with plenty of storage on the main level, while the bright and airy upstairs living space takes full advantage of the natural light. Large west-facing windows frame beautiful evening skies, and the open kitchen, dining, and living areas flow seamlessly to an expanded deck- deal for grilling, entertaining, or relaxing after a beach day.Located close to the Cape Cod Rail Trail, Rock Harbor, Nauset Beach, and the vibrant shops and restaurants of downtown Orleans, 9 Honeysuckle Lane is a true hidden gem- peaceful, convenient, and perfectly Cape Cod.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,867
Status:
Active
MLS#:
73434698
Type:
Single Family
Lot size:
2.62 Acres
Year built:
1806
Courtesy: Compass 508-945-1856
View additional info

ADDITIONAL INFORMATION

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 floors, decorative fireplaces, and historic moldings. The layout offers open spaces and privacy, with four bedrooms, three bathrooms, and diverse living areas. The primary ensuite is a private wing with a sitting area and walk-in closet. The kitchen setup is ideal for culinary creativity. Entertain or relax in the nostalgic ambiance. A newer roof, heating, and AC ensure comfort. Outdoors, a versatile barn/boathouse offers recreational possibilities. Whether seeking tranquility or lively gatherings, 66 Tides End Lane welcomes you with grace and beauty.

Beds:
7
Baths:
7.00
Sq.Ft.:
3,549
Status:
Active
MLS#:
73373131
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1930
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

For the first time in generations, this extraordinary Pleasant Bay compound—featuring the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare legacy estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal charm and inviting gathering spaces. The "Boathouse," perched just above the shoreline, features 2 bedrooms, 1 bath, and a private deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn complete the experience. With strong rental history and exceptional potential for personalization or expansion, this lifestyle property invites multigenerational enjoyment, investment, or retreat—an iconic opportunity in one of Cape Cod’s most storied settings.

Beds:
3
Baths:
4.00
Sq.Ft.:
4,222
Status:
Active
MLS#:
22502102
Type:
Single Family
Lot size:
0.9 Acres
Year built:
1967
A broker reciprocity listing Courtesy: eXp Realty, LLC 888-854-7493
View additional info

ADDITIONAL INFORMATION

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 nautical details that echo its maritime setting. The view holds center stage while native fieldstone, fir floors, and engaging nooks and walkways add warmth and character throughout. With bright, open spaces, multiple fireplaces - including a striking hearth in the screened porch - two wet bars, and seamless indoor-outdoor flow, it's fabulous for entertaining. Host sunset cocktails on the deck, garden parties on the terraced patios, or cozy evenings by the fire. The beautiful chef's kitchen features a Wolf range, Sub-Zero refrigerator, custom cabinetry, and stone counters. With three luxurious, private bedroom suites, family and friends enjoy space and comfort in a setting that's as magical as it is memorable. A place to gather, unwind, and savor the beauty of the Cape.

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.
Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod and Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Xome are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor this broker shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. Copyright 2026 Cape Cod and Islands MLS, Inc. All rights reserved.



Orleans Real Estate

Orleans is located in Massachusetts. Orleans, Massachusetts has a population of 6,276. Orleans is more family-centric than the surrounding county with 20.87% of the households containing married families with children. The county average for households married with children is 19.97%.

The median household income in Orleans, Massachusetts is $79,250. The median household income for the surrounding county is $82,619 compared to the national median of $69,021. The median age of people living in Orleans is 64.7 years.

Orleans Weather

The average high temperature in July is 77.6 degrees, with an average low temperature in January of 23.4 degrees. The average rainfall is approximately 47.6 inches per year, with 25.9 inches of snow per year.

Orleans Map

Orleans Real Estate Market Conditions

  • Median sales price

    $702,500
    16.3%
    change since last quarter
  • # Active listings

    37
    30-day change

Orleans Schools and Demographics

Education near Orleans, MA

City County
High School Graduates 99.29 95.69
College Degree - 2 year 8.4 10.07
College Degree - 4 year 60.35 44.87
Graduate Degree 16.45 14.52
Expenditures per Student 24,285 24,285
Students per Teacher 10.6 10.6

Elementary Schools near Orleans, MA

Grades Students P/T Ratio ZIP
Chatham Elementary School PK - 04 277 12.5 02633
Eastham Elementary School PK - 05 182 7.9 02642
Eddy Elementary School 03 - 05 214 10.9 02631
Orleans Elementary School KG - 05 218 8.7 02653
Stony Brook Elementary School PK - 02 267 12.2 02631

Middle Schools near Orleans, MA

Grades Students P/T Ratio ZIP
Chatham High School 09 - 12 141 5.5 02633
Chatham Middle School 05 - 08 188 8.3 02633
Monomoy Regional Middle School 05 - 07 432 9.7 02633
Nauset Regional Middle School 06 - 08 556 10.7 02653

High Schools near Orleans, MA

Grades Students P/T Ratio ZIP
Nauset Regional High School 09 - 12 959 11.5 02651

Demographics near Orleans, MA

City County
Neighborhood Type Small town
Population 6,276 227,942
Population Density 444 578
Median Age 64.7 53.9
People per Household 2.1 2.3
Median Household Income 79,250 82,619
Average Income per Capita 63,651 49,973

Real estate near Orleans