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$1,149,000
4 Beds ⋅ 3 Baths ⋅ 22600938 MLS
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 floorsthat radiate timeless charm. The kitchen opens to a cozy sitting area, ideal for conversations as mealsare prepared, while the dining room with backyard views and slider access is made for entertaining. Aspacious living room with a fireplace and adjacent bedroom and full bathroom offer comfort andconvenience. Upstairs, there are two bedrooms, an office (via a back staircase), and a balcony thatplaces you in a peaceful natural setting. Need more space? The newly constructed post-and-beam barnwith garage offers potential guest accommodation. A separate shed provides additional storage.Minutes from Orleans' town center, shops, dining, and pristine beaches, this home is perfect as aprimary residence or as a seasonal retreat. Cape Cod living at its finest!

332 S Orleans Road, Orleans
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 22600698 MLS
A waterfront gem, where your back yard meets the water's edge in Orleans' coveted Briar Springs neighborhood, is 63 Briar Spring offering three levels of thoughtfully designed rooms with panoramic views of Pochet inlet, Pochet Island and Nauset Beach at every floor. The lower-level features two light-filled waterfront walkout bedrooms to include the ensuite primary flanked by a guest room and full common bathroom.The main living level features a thoughtfully designed open concept to include a soaring cathedral ceiling and gas fireplace. The kitchen offers Christopher Peacock custom cabinets, stainless-steel appliances and granite countertops. The dining area transitions to a wraparound deck set to the backdrop of sunrises and sunsets and a powder room completes the space. The versatile third level, left to the limits of your needs and imagination, currently serves as a quiet retreat. This top floor is equally conducive to a workout space, home office, or overflow space for guests. Outside, a classic Cape shed is the catch all for your extras. Sturdy steps lead to the water's edge to launch your kayak or paddleboard before washing away the day in your sizable outdoor shower.

63 Briar Spring Road, Orleans
$1,135,000
5 Beds ⋅ 4 Baths ⋅ 22600625 MLS
Welcome to this classic Cape-style home,ideally located just around the bend from Bakers Pond.Now offered at a new price,this is an excellent opportunity to make your move and enjoy the remainder of summer in a desirable setting.Designed with a flexible and functional layout,the main residence offers 2,092 sq ft of versatile living space.The first floor features a spacious primary en suite bedroom,a second bedroom,a full bath with laundry,and bright kitchen,dining,and living areas ideal for everyday living and entertaining.Upstairs are two additional bedrooms and a shared full bath, providing plenty of room for family and guests.The walk-out lower level adds 758 sq ft of flexible space,perfect for a home office,recreation area,gym,or storage.A standout feature is the attached two-car garage with a one-bedroom apartment above,offering excellent potential for multigenerational living,guest accommodations,a private office,or possible rental income.Move-in ready with opportunities to personalize and build equity,this property combines space, flexibility and value in a sought-after location. Lot 69 is combined with 67.Buyers/agents to verify all information.Some photos virtually staged

67-69 Bakers Pond Road, Orleans
$1,900,000
22600348 MLS
A rare 5+ unit, multi-building opportunity in the heart of Orleans Village Center -- three parcels sold together, offering both immediate income and flexible upside. #88 is a 2-bedroom, 1-bath home with a detached two-car garage (unfinished bonus space above) and a 520 sq. ft. foundation ready for new construction. #86A holds three one-bedroom rental units, and #86B offers first-floor office space, a studio apartment above, and 342 sq. ft. of unfinished space to build out, plus a detached barn/garage. Currently occupied with long-term tenants at will; rents are below current market, offering upside for a new owner. The configuration suits a range of uses: workforce or employee housing for the Cape's tourism-driven economy, program or residential space for a school, nonprofit, or housing organization, or a value-add renovation play for short-term/vacation rental income (subject to local permitting). Set between Route 6A and the Cape Cod Rail Trail, walkable to downtown Orleans. Village Center's flexible zoning allows further expansion with town approval.

88 Route 6a, Orleans
$1,399,000
22600312 MLS
Located in the center of town on busy Main Street. A large 3,595 square foot commercial condo. Currently being used as office space, boasting 8 enclosed office rooms, a 10 desk bull-pen, large front reception area on Main Street, a conference room, and two other additional areas with 4+ desks. Two bathrooms, a kitchen, and a full basement are included as well. Main Street frontage and a rear entrance with a very large parking lot shared with restaurants, gifts shops, clothing boutiques, art galleries, hair salon, and a massage parlor. Tenants in place. Do not approach tenants and employees. Sellers may consider creative owner financing to qualified buyers.

32 Main Street, Orleans
$899,900
22600252 MLS
Don't miss this FABULOUS opportunity! Buildable One-Acre Lot Near Nauset Beach!Rare opportunity to build your dream home in East Orleans on this beautiful 1-acre lot, central to town and less than 1 mile from Nauset Beach! Enjoy gorgeous sunsets overlooking mature landscaping designed by Wilkinson Ecological. Seller has had perk tests successfully completed. Underground natural gas, electric and water are available on the lot, ready for connection to your future home. Professionally designed plans and renderings for a 4-bedroom home with a 2-car garage and pool are included. Buyer and buyer's agents are responsible for all due diligence.Don't miss this rare opportunity to own a piece of Cape Cod paradise and build the home you've always dreamed of!Adjacent lot is an active construction zone. No drive-bys or showings without listing agent present.

110 Beach Road, Orleans
$4,799,999
5 Beds ⋅ 8 Baths ⋅ 22600174 MLS
This magnificent new Eastward home in Orleans' beloved Mayflower Point Association is newly completed and ready to occupy! 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.

63 Kescayogansett Road, Orleans
$499,000
2 Beds ⋅ 2 Baths ⋅ 22505588 MLS
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 family room features 2 walls of custom built-in shelving/cabinets. Brand new carpeting throughout. Monthly fee includes: 24/7 concierge, security, 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 & served in the formal dining room; or order meals brought to your door. 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.

18 West Road, Orleans
$1,474,000
4 Beds ⋅ 2 Baths ⋅ 22505438 MLS
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 kitchen, dining, and living spaces are anchored by large west-facing windows that frame glowing sunsets, while the upper deck is perfectly positioned for outdoor living with elevated views of the yard--ideal for entertaining or unwinding on summer evenings.Beyond its undeniable lifestyle appeal, this property stands out as a compelling investment opportunity. A professional rental analysis supports the potential to generate $90,000+ in gross rental income during the peak vacation season alone, offering buyers flexibility for personal use, rental income, or both.Ideally located near the Cape Cod Rail Trail, Rock Harbor, Nauset Beach, and downtown Orleans, 9 Honeysuckle Lane delivers an exceptional combination of location, design, and income potential in a premier coastal setting.

9 Honeysuckle Lane, Orleans
$4,999,000
4 Beds ⋅ 3 Baths ⋅ 22504735 MLS
Here's your chance to own property in coveted East Orleans with a private deep-water dock, access to Meeting House Pond, Namequoit River, Little Pleasant Bay, Pleasant Bay and the Atlantic Beyond. Anchored on a sprawling 2.62 acres a mere 2.4 miles to world renowned, Nauset Beach, this stately property is graced by the embrace of water on three sides, showcases a rolling meadow of lawn space, and is punctuated by an artistic dappling of mature Oak, Maple, Beech and Cedar trees. The exquisite 3,867-square-foot residence is a testament to timeless charm, blending the allure of days gone by with the modern comforts that the discerning buyer has come to expect. This estate nestled on Lucy's Point Peninsula is an ideal tapestry for a family compound or serene river front getaway.Step inside to discover the warm glow of gorgeous wide plank pine floors, complemented by the charm of decorative fireplaces, expertly crafted moldings and built-ins that all evoke a feeling of historic relevance and a forgotten sense of hospitality. The floor plan is a good blend of open space and privacy. Featuring four spacious bedrooms, three well appointed bathrooms, and a diverse array of living areas for gatherings or a quiet place for solitude and reflection; there is something for everyone. The primary ensuite lives like its own private wing with a sitting area and large walk-in closet, while two separate flights of stairs lead up to the guest bedrooms and a shared bath. The kitchen area is composed of several separate rooms presenting an ideal set-up for storage, preparation, versatility, and creating culinary delights. Finally, completing the main floor there are myriad choices for entertaining, relaxing with a good book, or simply soaking in the nostalgia of this beautiful home. The property has been meticulously cared for and loved through the generations. With a newer roof, heating system, and AC units ensuring year-round comfort; this home is a harmonious blend of sophistication and comfort. Outdoors, the extensive property invites endless possibilities for leisure and recreation. A versatile boat house/barn, provides storage underneath and the ideal setting overlooking the entire property, for those raucous 4th of July parties or summer time family gatherings. Whether you seek a peaceful sanctuary or a lively gathering place, 66 Tides End Lane stands ready to welcome you with its unparalleled grace and beauty.

66 Tides End Lane, Orleans
$2,700,000
7 Beds ⋅ 7 Baths ⋅ 22502226 MLS
For the first time in generations, this landmark Pleasant Bay compound--anchored by the iconic ''Topside'' main residence and the charming two-bedroom ''Boathouse''--is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, ''Topside'' offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the ''Boathouse'' sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity!

645 S Orleans Road, Orleans
$6,250,000
5 Beds ⋅ 8 Baths ⋅ 22405726 MLS
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. The coffered-ceiling great room features walls of windows and access to the classic porch w/retractable screens. The hand-crafted luxury kitchen is replete with features including a butler's pantry and a custom island that seats eight. Extensive fenestration ushers in light and captures deep views. Ornate millwork and finishes adorn every room. The 2nd floor, accessible by stairs or an elevator, offers three guest suites plus an elegant primary bedroom wing and a fireplaced family room, both with dramatic views. The lower level provides media, exercise and additional sleeping space. The waterside outdoor area includes a saltwater gunite pool, gas firepit, expansive granite patio and stairs to water's edge for swimming, kayaking and mooring access 64 Pershing Additional Features GENERAL: Cobbled parking area, 3 car garage with epoxy floor Security System 400 amp underground electrical service Pre-wiring 50Amp electric car charger Composite exterior trim and pre-dipped shingles for low maintenance Extensive hardscape includes waterside natural stone patio New private stairs to water's edge Mooring opportunity directly in front of the house Andersen 400 Series windows Red cedar roof shingles, copper valleys Irrigation system Heated, gunite saltwater pool with auto-cover and integrated spa Gas-fueled poolside stone fire pit Area-way access to finished walkout from pool area for pool traffic Covered porch with automated retractable screens HOUSE FEATURES: Elevator servicing all three floors 2 Navien on-demand hot water systems Central vac throughout (garage as well) Motion light sensors and shelving system in closets 6 zones heat and cooling, York 96% efficient furnace Honeywell Smart Thermostats 3 laundry rooms / facilities on each floor already equipped w/washers and dryers Thermador beverage coolers and serving stations on each floor Extensive programmable lighting throughout the home Great Room: Picture frame TV is not decorative, it remains with the home Character grade white oak flooring throughout the home Audio speakers gas fireplace w/remote, marble surround (2nd floor family room as well) 9' ceiling height, custom coffered Multi-zone Decora lighting Kitchen: Complete custom-built Eastward kitchen 19 foot African Mahogany custom island with seating for eight Wolf, Subzero, Cove appliance package (2 dishwashers), Thermador beverage refrigerators Complete butler pantry with full-sized refrigerator, sink, prep area Quartz surfaces Bedrooms: Primary bedroom has double walk-in closets. Primary bath has radiant floor heat, heated towel bar, soaking tub All bedrooms have en suite baths, closet systems End of hallway guest bath has radiant floor heat Upstairs family room has deck, glass railings, V-groove ceiling, bath access Pocket office upstairs Reading nook with bookcases Finished walkout: Luxury Vinyl Plank flooring, ideal for pool traffic. 9-foot poured foundation allows for high-ceilings in basement for gym equipment, media seating. Insulation between all floors for sound reduction

64 Pershing Lane, Orleans

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