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63 Old Field Road, Orleans
$5,450,000
4 Beds ⋅ 4 Baths ⋅ 73361996 MLS
A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, "Sargent Point", affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little Pleasant Bay and the natural beauty of land trust protected Sampson and Hog Islands, with Nauset Beach behind. Enjoy access to your own private point, with 500 feet of direct waterfront, 150 feet of private sandy beaches and deep water mooring capacity. Located down a wooded private road, this classic year round home comes with 6 bedrooms, original wood floors, fireplaces, and a separate studio. Updated site plan and engineering now available. A legacy property with endless potential, Sargent Point is a pleasure to show, by appointment only.

63 Old Field Road, Orleans

Listing courtesy of Listing Agent: Brian Dougherty from Listing Office: Corcoran Property Advisors.
7 Little Cove Lane, Orleans
$2,840,000
5 Beds ⋅ 4 Baths ⋅ 73501299 MLS
This impeccable waterfront home offers panoramic views across Mill Pond to Nauset Beach and beyond from every primary living space. A private path leads to the water with mooring potential and direct ocean access. The cathedral-ceiling living room flows through the dining area and kitchen with sliders to a wraparound deck for seamless indoor-outdoor living. The kitchen features cherry cabinetry, a center island, and mudroom/laundry with access to a side deck, stone patio, and outdoor shower, while a wood-burning fireplace anchors the den. The first-floor primary suite includes water views, a walk-in closet, ensuite bath, and private deck. Above the two-car garage, a private guest suite with full bath and separate entrance is ideal for guests or a studio. The walk-out lower level offers a wet bar, finished living area with views, guest room/office, cedar closet, and plumbing for a future bath. Passing Title V for 5 bedrooms, with expansion potential and room for a pool.

7 Little Cove Lane, Orleans

Listing courtesy of Listing Agent: Dawn Lee from Listing Office: Gibson Sotheby's International Realty.
46 Freeman Ln, Orleans
$2,770,000
5 Beds ⋅ 4 Baths ⋅ 73475010 MLS
WATERFRONT on Rachel Cove with deepwater access! This lovely, expansive Cape on a private 1.23 acre lot has been lovingly maintained by the original family. The welcoming foyer features raised-panel wainscoting and warm, maple flooring that continues throughout the main living area. Transom windows maximize the natural light and add a touch of historic architectural charm, as do the cedar shake roof shingles, built-ins, and two colonial brick fireplaces. The 4 generously sized bedrooms and 3 full baths offer flexible configurations to accommodate varied living needs including 1st floor primary and an en-suite with its own staircase. This home is PERFECT for outdoor entertaining with two decks overlooking the large yard and waterfront where you can launch your kayak. Other noteworthy features include a 2-car garage, underground irrigation, outdoor shower, invisible fence, first-floor laundry room, and storage galore. Virtually rendered photos help you see the full potential!

46 Freeman Ln, Orleans

Listing courtesy of Listing Agent: Marie Kelly from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
193 Quanset Road, Orleans
$2,500,000
4 Beds ⋅ 3 Baths ⋅ 73406250 MLS
Set along one of Orleans’ most scenic and protected saltwater corridors, this waterfront retreat captures the essence of coastal living—calm, connected, and deeply restorative. The setting is remarkably private, with elevated views, natural light, and direct access to the water for kayaking, paddleboarding, or launching into Pleasant Bay—one of Cape Cod’s premier boating destinations. Inside, the home unfolds across three finished levels, thoughtfully designed for everyday comfort and multigenerational living. The main level features a sunken living room with fireplace, formal dining with wet bar, and French doors opening to expansive decks. Upstairs, a secluded primary suite includes a sitting area, walk-in closet, and private balcony. The walk-out lower level provides flexible guest space. Custom finishes, architectural detail, and multiple indoor-outdoor zones complete this timeless coastal retreat.

193 Quanset Road, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
27 S Orleans Road, Orleans
$2,400,000
4 Beds ⋅ 3 Baths ⋅ 73539625 MLS
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.

27 S Orleans Road, Orleans

Listing courtesy of Listing Agent: Daneen Law from Listing Office: Gibson Sotheby's International Realty.
22 Winslow Drive, Orleans
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 73489022 MLS
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.

22 Winslow Drive, Orleans

Listing courtesy of Listing Agent: Whitaker Group Cape Cod from Listing Office: Gibson Sotheby's International Realty.
10 Lake Farm Lane, Orleans
$2,000,000
3 Beds ⋅ 3 Baths ⋅ 73378145 MLS
This stunning Orleans residence offers a perfect blend of elegance and comfort, featuring 3 spacious bedrooms and 2.5 baths across 2,709 sq ft. Nestled on a sprawling 67,518 sq ft lot, it provides privacy and space. Inside, you'll find an open living area with vaulted ceilings and abundant natural light. The living room transitions seamlessly into an open dining and kitchen area, ideal for entertaining. First-floor primary bedroom offers a private retreat with an ensuite bathroom. Upstairs, two guest rooms and a long corridor with storage or lead to a generous family room. A dedicated office space caters to work-from-home needs. The walkout lower level showcases stunning pond views, offering potential to create even more space. Enjoy a screened porch and large deck, perfect for outdoor relaxation with breathtaking pond views. Outdoor enthusiasts can kayak, paddleboard, or enjoy the serene surroundings. Located near Nauset Beach and downtown Orleans.

10 Lake Farm Lane, Orleans

Listing courtesy of Listing Agent: Sandra Tanco from Listing Office: Kinlin Grover Compass.
16 Carlton Rd, Orleans
$1,975,000
3 Beds ⋅ 4 Baths ⋅ 73505807 MLS
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 the outdoor deck for morning coffee or evening dinners, and take advantage of the outdoor shower after beach days. Additional conveniences include in-unit laundry and a layout ideal for hosting family and friends. This home offers a classic Cape summer experience in a sought-after setting with the added luxury of having the ability to bring your boat and moor it right at its private association beach, offering endless days on the water!

16 Carlton Rd, Orleans

Listing courtesy of Listing Agent: Dodge Tucker from Listing Office: Tucker Real Estate Advisors, Inc..
34 Lake Drive, Orleans
$1,910,000
4 Beds ⋅ 4 Baths ⋅ 73442640 MLS
Set within the coveted Quanset Harbor Club, this oversized Cape sits at the end of a long private drive framed by mature plantings and tranquil pond views. Neighborhood amenities include a private Pleasant Bay beach with dock, kayak rack, and mooring field, plus access to conservation land and scenic hiking trails. The classic white exterior with blue shutters evokes timeless Cape Cod charm, while inside, airy proportions and thoughtful design shape every room. A gracious foyer opens to a renovated kitchen with quartz countertops, custom cabinetry, and a matching wet bar. The breakfast nook and vaulted great room open to a large deck overlooking the pond, creating effortless indoor-outdoor connection. The first-floor primary suite provides a serene retreat, complemented by formal living and dining rooms, a home office, and first-floor laundry. Upstairs are two guest bedrooms, a full bath, and a cozy reading nook, with expansion potential—all minutes from Orleans Center.

34 Lake Drive, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
142 Monument Rd, Orleans
$1,780,000
4 Beds ⋅ 4 Baths ⋅ 73390955 MLS
Orleans Jewel with Private tennis court- This lovingly restored, meticulously maintained 1820 property sits perfectly located between two fresh water ponds and a saltwater inlet. Capturing filtered views of Pilgrim Lake, this property captures authentic charm with renovated beauty . As you move from room to room, you will admire all the thoughtful period details, beautiful floors, fantastic wooden doors, beamed ceilings & a country kitchen. There is a charming first floor master en suite overlooking the gardens, guest house and tennis court. Three cozy bedrooms, a sitting area and full bath complete the 2nd floor. Newer windows, heating system and AC demonstrate the up keep of this property. Outdoor space boasts of lovely manicured grounds, stone patio, irrigation, detached garage & tennis court. A separate guest studio with Jacuzzi, and cathedral ceilings provide a bonus spot for guests. Crystal Lake is a few steps out the door and a town landing at Lonnie's Pond for boating.

142 Monument Rd, Orleans

Listing courtesy of Listing Agent: Robin Thayer from Listing Office: Gibson Sotheby's International Realty.
25 Pleasant View Dr, Orleans
$1,750,000
5 Beds ⋅ 3 Baths ⋅ 73423455 MLS
Discover this spacious 5-bedroom, 3-bath Orleans home perfectly located at the end of a quiet cul-de-sac with direct access to Harvey’s Pond. This property combines classic Cape Cod charm with modern updates and is ideal for buyers seeking a peaceful waterfront lifestyle on the Outer Cape.Step inside to find gleaming hardwood floors, a bright open floor plan, and sun-filled living spaces that flow beautifully for entertaining or everyday living. The fireplace adds warmth and comfort, while the heated sunroom offers stunning year-round pond views.A first-floor en suite bedroom with a sitting area or home office provides flexibility for guests or multi-generational living. The summer kitchen/laundry room adds convenience, and the finished basement offers additional living areas perfect for a gym, home theater, or creative studio.Upstairs, you’ll find spacious bedrooms, a loft library, and flexible spaces ideal for working from home or relaxing after a day at the beach.

25 Pleasant View Dr, Orleans

Listing courtesy of Listing Agent: Denise Kopasz from Listing Office: NextHome Saltwinds.
152 Namequoit, Orleans
$1,725,000
3 Beds ⋅ 3 Baths ⋅ 73547863 MLS
Beautiful Waterviews: Experience the quintessential Cape Cod lifestyle in this beautifully renovated antique home, where timeless charm meets modern comfort. The updated kitchen and beautifully remodeled baths blend seamlessly with the home's original character, while stunning fir floors add warmth and elegance throughout. Enjoy picturesque views of sparkling, saltwater Paw Wah Pond and Pleasant Bay beyond. Designed for both relaxation and entertaining, the home features a spectacular great room perfect for gatherings, a welcoming front porch, and a private patio overlooking the natural surroundings. Set at the end of quiet Namequoit Road, this exceptional property is surrounded by conservation land and natural beauty, with trails leading to the beach steps away. Additional highlights include a detached one-car garage, storage shed, outdoor shower, fire pit, and the peaceful privacy that makes this a truly special Cape Cod retreat.

152 Namequoit, Orleans

Listing courtesy of Listing Agent: Leighton Team from Listing Office: Keller Williams Realty.
2 Seaview Rd, Orleans
$1,725,000
4 Beds ⋅ 3 Baths ⋅ 73428126 MLS
This beautifully updated 4-bedroom, 2.5-bath home offers over 3,100 sq. ft. of living space on a private half-acre setting, complete with deeded rights to Roberts Cove—perfect for kayaking, boating & enjoying the water just a short distance away. Check with the Harbor Master for a mooring. Inside, you'll find thoughtful design & extensive renovations, including a glassed-in dining room, redesigned kitchen with custom cabinetry & walk in pantry, & a welcoming front mudroom. A large living room is completed with a wood burning fireplace. The second-floor primary suite is a true retreat with its own sitting area, outdoor balcony, & spa-like bath. Three additional bedrooms, including those created by dormer expansions, provide plenty of space for guests. Multiple decks extend the living space outdoors, ideal for relaxing or entertaining. Enjoy water views of Nauset Inlet & the Atlantic Ocean from the upper levels. A 2-car attached garage & landscaped grounds complete the picture

2 Seaview Rd, Orleans

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
588 S Orleans Rd, Orleans
$1,540,000
3 Beds ⋅ 3 Baths ⋅ 73504729 MLS
Flowering lawns and hydrangeas flanking a winding seashell driveway create a storybook entrance to a peaceful Cape Cod estate tucked away on 1.57 acres. Welcome to Sea La Vie, where life gently unfolds by Pleasant Bay. Sailing, boating & idyllic days on the water are just moments away. Bring fresh clams & oysters home & entertain effortlessly from a private backyard patio overlooking the sprawling lawn with room for a pool. Step inside to feel the warmth of this thoughtfully renovated home which features a well-equipped country kitchen complete w/a large pantry, formal dining room & sundrenched great room w/a gas fireplace. A primary suite & two generously-sized bedrooms offer comfortable accommodations. You'll enjoy having the world-class Wequassett Resort around the corner for an elegant dinner or relaxing nightcap overlooking the Bay. Make lasting memories here yourself or take advantage of well-established rental income--this exceptional property gives you the best of both worlds.

588 S Orleans Rd, Orleans

Listing courtesy of Listing Agent: Christa Zevitas from Listing Office: .
188 Rock Harbor Rd, Orleans
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 73382420 MLS
Exquisitely Renovated 1830 Greek Revival estate on 1+ acre. Step into timeless elegance blending historical charm with modern updates. Known as the historic Jabez Sparrow Homestead, set on a level and meticulously maintained 1.04-acre lot in a prime near beach location. Inside, the home features a desirable first-floor primary suite with spacious, brand new, modern full bathroom. Two inviting, fireplaced living rooms, a brick floor dining area offer sunlit spaces ideal for relaxing or entertaining. Plenty of bedroom space for guests with a brand new upstairs bath. The expansive, updated soapstone kitchen with brand new 8 foot quartz island complement the wide-plank floors and original architectural details, creating a warm and welcoming atmosphere throughout. Recent improvements include new central air conditioning throughout, refinished floors, fully refreshed interior finishes, and reliable recent system upgrades.Step outside to truly exceptional grounds. Luxury Cape Cod Living!

188 Rock Harbor Rd, Orleans

Listing courtesy of Listing Agent: Barbara Garside from Listing Office: eXp Realty.
17 Pendleton Dr, Orleans
$1,490,000
3 Beds ⋅ 3 Baths ⋅ 73404170 MLS
This masterfully reimagined home blends classic charm with artisan craftsmanship. Thoughtfully transformed by its owners and local master craftsmen, this ''cottage by the sea'' is a rare find, offering custom details at every turn. The living room features reclaimed 125-year-old wood from a local Masonic Temple, a wood-burning fireplace with a raised hearth, a custom bay window with built-in seating, and wide-board pine floors. Vintage doors enhance its timeless appeal. The dining area boasts custom-built corner cabinets, while the library offers a cozy retreat with a custom bay window, built-in bookshelves, beadboard ceiling, and rich wainscoting. The kitchen includes a 6-burner Viking stove, Miele dishwasher, and floor-to-ceiling vintage windows. Upstairs, the primary suite has a Franklin stove, custom closet, and a private ocean-view deck with a vintage spiral staircase. Every detail curated, this East Orleans gem is a true work of art and a short walk to Nauset Beach.

17 Pendleton Dr, Orleans

Listing courtesy of Listing Agent: Brett Holmes from Listing Office: Compass.
80 Briar Spring Rd, Orleans
$1,481,000
3 Beds ⋅ 4 Baths ⋅ 73467991 MLS
A ‘bonne adresse’ on the country lane that becomes magically enveloped by a blush of pink petals of the Kwanzan cherry trees every spring! This Cape-style home blends Cape Cod charm with modern comforts. The 1st-flr primary bedroom features a spacious walk-in closet and a luxurious bath with a walk-in shower. A bright, airy living room with vaulted ceilings and a gas fireplace opens to the renovated kitchen, showcasing Silestone counters and a gas range. A guest bedroom and bath completes the 1st floor. Upstairs, a 2nd guest bedroom, a versatile loft, and a guest bath with a walk-in shower. Also offers a 2-car garage, 1st-flr laundry, hardwood floors thru-out, wet bar, pantry, gas heat, AC, generator, outdoor shower, and irrigation. Impeccably landscaped, the .78 acre lot offers lush gardens in a private setting. Nearby access to Pochet Inlet for paddling or birdwatching, with Nauset Beach just not far away! This one won’t last! Passed septic. Buyers/agents to confirm details.

80 Briar Spring Rd, Orleans

Listing courtesy of Listing Agent: Amy Harbeck from Listing Office: Kinlin Grover Compass.
10 Hathorne Lane, Orleans
$1,435,000
3 Beds ⋅ 3 Baths ⋅ 73518895 MLS
Tucked away on a private lane in desirable East Orleans, this charming Cape Cod-style home is being offered for the first time by its original owners. Thoughtfully designed and lovingly maintained, it offers timeless character, comfortable living, and a prime location just a short walk to Nauset Harbor.The open-concept kitchen features updated cabinetry, stone countertops, and flows seamlessly into the dining area and cozy family room with fireplace. A first-floor primary suite includes an updated bath with tiled walk-in shower and spacious walk-in closet. A formal living room with built-ins and second fireplace adds warmth and flexibility.Upstairs are two generous bedrooms and a full bath, while the finished lower level provides bonus space for guests, office, or media room. Enjoy a two-car garage with bonus space above, landscaped grounds, brick patio, nearby Asa’s Landing, and easy access to Nauset Beach and downtown Orleans.

10 Hathorne Lane, Orleans

Listing courtesy of Listing Agent: Tori Harrison Farr from Listing Office: Sotheby's International Realty - Sandwich Brokerage.
22 Nauset Farms Private Way, Orleans
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 73484187 MLS
Beautifully Updated Home in Desirable East Orleans. Nestled on a quiet cul-de-sac, this meticulously maintained property offers a perfect blend of comfort, style, and coastal charm. The open-concept main level features a bright and spacious dining, living, and kitchen area with gleaming birch floors and a wood-burning fireplace. A sunroom with tile accents opens directly to the back deck, overlooking a private backyard complete with an outdoor shower, fire pit, and lush plantings. The first floor includes two comfortable bedrooms and a full bath, while the second floor boasts two expansive bedroom suites, each with updated baths. The lower level presents excellent potential for future living space, in addition to a laundry area and a two-car garage under. Recent updates include a new heating system (2020) and an extensive remodel (2018), ensuring peace of mind for years to come. This East Orleans gem offers the perfect setting for year-round living or a Cape Cod retreat.

22 Nauset Farms Private Way, Orleans

Listing courtesy of Listing Agent: Daneen Law from Listing Office: Gibson Sotheby's International Realty.
15 Dale Ann Drive, Orleans
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 73430237 MLS
Tucked away on a private acre in the desirable Briar Spring neighborhood, this meticulously maintained and renovated New England saltbox is ready for its next chapter. A winding driveway leads you to your Cape Cod oasis, complete with a heated saltwater pool and inviting outdoor spaces. Inside, the home features three bedrooms, a beautifully updated kitchen with cherry cabinets, granite counters, and a cathedral ceiling, plus an open floor plan ideal for gatherings. Gorgeous pine floors, a wood-burning fireplace, and sun-filled rooms add warmth and character. The finished walkout lower level opens to the lightly wooded backyard, creating additional space for relaxation or recreation. Whether you're lounging poolside, kayaking to Pochet Island, biking through the neighborhood, or making the quick drive to Nauset Beach, this location offers the best of Cape Cod living. With a strong history of proven rental income, this property offers flexibility as a year-round home, summer retreat, or

15 Dale Ann Drive, Orleans

Listing courtesy of Listing Agent: Leona Bicker from Listing Office: Gibson Sotheby's International Realty.
12 Phoebes Close, Orleans
$1,325,000
4 Beds ⋅ 4 Baths ⋅ 73389207 MLS
A Hidden Gem Near Skaket BeachNestled at the end of a peaceful lane in Orleans, 12 Phoebe’s Close offers a rare combination of privacy, charm, and convenience. Surrounded by stone walls, mature gardens, and visiting songbirds, this serene retreat feels worlds away yet sits less than a mile from Skaket Beach and downtown.The main level features an inviting open layout with a bright kitchen and dining area, complete with a walk-in pantry for effortless storage. The living room’s stone fireplace sets a cozy tone, while the adjoining office provides an ideal spot for work or creativity. Upstairs, the spacious primary suite includes two walk-in closets and a private bath, joined by two additional bedrooms and a full bath for family or guests.A separate entrance leads to an unfinished one-bedroom guest or rental suite—designed with its own bath and kitchen/living space, with appliances and flooring already on hand to complete the vision.

12 Phoebes Close, Orleans

Listing courtesy of Listing Agent: Leighton Team from Listing Office: Keller Williams Realty.
27 Lovell Lane, Orleans
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 73532722 MLS
Beneath magnificent trees that are part of the property’s original landscape design, this charming three-bedroom home enjoys a coveted East Orleans location just moments from Nauset Beach and adjacent to Pochet Association. Brick and stone pathways wind through beautifully established grounds to patios that create distinct outdoor gathering spaces, where ocean breezes filter through the canopy above. From here, enjoy leisurely walks or bike rides to Nauset Beach, less than a mile away, to greet the sunrise, stroll the shoreline, or listen to the ocean. Inside, the home exudes sunshine, with a welcoming living room that flows into a kitchen and dining area, featuring granite countertops and Wolf and Sub-Zero appliances. Three bedrooms and two baths are conveniently located on the main level, including a beautifully appointed marble primary bath. Generous attic space offers exciting potential for future expansion and customization. Ideally situated near East Orleans Village.

27 Lovell Lane, Orleans

Listing courtesy of Listing Agent: The Eva Scott Group from Listing Office: Gibson Sotheby's International Realty.
24 Sparrowhawk Rd, Orleans
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 73389236 MLS
Your day begins listening to the ocean calling as you take in the invigorating salt air and head off for an early morning walk over your nearby association footbridge to a gorgeous, almost deserted stretch of Nauset Beach. Afterwards, you gather outdoors for an alfresco lunch on your sundrenched backyard patio, surrounded by an expansive lawn, stunning flowering perennials and a privacy border of emerald green arborvitae, reminiscent of the elegance of an Italian Renaissance garden. Later in the day, you revel in solitude while paddling in Pochet Inlet and come home to unwind on your screened porch as the ocean breeze carries into the evening. This private coastal retreat also offers vaulted living spaces with ideal flow for indoor/outdoor entertaining, a first-floor primary suite, a generous shed and an incredible lot with room for a pool. Don't miss this one-of-a-kind opportunity in the coveted Pochet Association—carefree beach living is here!

24 Sparrowhawk Rd, Orleans

Listing courtesy of Listing Agent: Christa Zevitas from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
12 Main St, Orleans
$1,250,000
73243033 MLS
For Sale - A Rare Commercial Offering in the village center of Orleans. Comprised of 6 condominium units on a .50 acre lot, the +/- 4,000 sq. ft. building with multiple private units on two stories. Constructed in 1875 with multiple renovations and a large rear addition, this property is in excellent condition and has great Cape Cod curb appeal. There is plenty of parking and room for potential building expansion. The building is fully occupied by 4 tenants including the owner, all on short term leases. The offices have a mix of HVAC - some with gas heat, some with electric, and some centrally cooled. The property has recently been connected to municipal sewer. Zoned: Village Center (VC). RE Tax: $5,210.00 (6 units). Existing financials are available to qualified buyers who execute a non-disclosure agreement. Asking $1,300,000

12 Main St, Orleans

Listing courtesy of Listing Agent: Kevin A. Pepe from Listing Office: Commercial Realty Advisors, Inc..
14 Bambi Way, Orleans
$1,242,500
4 Beds ⋅ 4 Baths ⋅ 73509115 MLS
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, first-floor bedroom suite, office, and powder room. Upstairs, two additional bedrooms share a full bath. An apartment above the garage adds a fourth bedroom and bath—ideal for guests or flexible living. Recent updates include soft-washed roof and siding, fresh interior and exterior paint, and refinished wood floors. A lovely home in an exceptional setting. (Agent/Owner)

14 Bambi Way, Orleans

Listing courtesy of Listing Agent: Eric Ehnstrom from Listing Office: Compass.
88 Route 6a, Orleans
$1,200,000
73474529 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

Listing courtesy of Listing Agent: Sharon Dixon from Listing Office: William Raveis Real Estate & Homes Services.
7 Brick Hill Rd, Orleans
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 73442141 MLS
Located in the highly sought-after Pochet neighborhood of East Orleans, this private Cape Cod home sits on a wooded lot just minutes from Nauset Beach, Orleans beaches, and Cape Cod Bay. Offering 3 bedrooms plus a home office/den and 2.5 bathrooms, this property is ideal as a primary residence, vacation home, or investment retreat. The spacious living room features wide pine floors and a classic fireplace. An updated kitchen opens to the dining area and a sun-filled four-season sunroom with large windows and peaceful pond views. The first-floor primary suite includes a walk-in closet and private bath, along with first-floor laundry. Additional bedrooms provide space for family and guests. Enjoy the privacy of a natural Cape setting while close to East Orleans village, restaurants, shopping, biking trails, and the Cape Cod National Seashore. A rare opportunity to own in one of Orleans’ most desirable coastal locations.

7 Brick Hill Rd, Orleans

Listing courtesy of Listing Agent: The Jorie Fleming Group from Listing Office: Compass.
5 Blackberry Ln, Orleans
$995,000
3 Beds ⋅ 2 Baths ⋅ 73437200 MLS
Tucked away on a quiet cul-de-sac, this inviting 3-bedroom, 2-bath ranch offers the perfect blend of comfort and coastal charm. The vaulted living room, enhanced by skylights and a cozy fireplace, creates a bright and welcoming gathering space. A sunroom with a warming stove overlooks the private backyard, while the spacious deck and sparkling pool are ideal for summer living and entertaining. The lower level includes an exercise room, abundant storage, and excellent potential for additional living space. With a newer roof and a quiet setting close to the beach, this home offers privacy, convenience, and an easy Cape Cod lifestyle

5 Blackberry Ln, Orleans

Listing courtesy of Listing Agent: Pauline Teas from Listing Office: William Raveis Chatham.
507 S Orleans Road, Orleans
$985,000
3 Beds ⋅ 2 Baths ⋅ 73539084 MLS
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.

507 S Orleans Road, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.
181 Rock Harbor Road, Orleans
$975,000
2 Beds ⋅ 4 Baths ⋅ 73544183 MLS
ONE OF ORLEANS' MOST SPECTACULAR MARSH SETTINGS. Perched above the ever-changing beauty of Rock Harbor Creek, this exceptional property showcases breathtaking panoramic marsh views that evolve with every season. From sunrise to unforgettable sunsets, enjoy a front-row seat to osprey, great blue herons, and abundant wildlife from nearly every room. Just moments from Rock Harbor, stroll the tidal flats, watch the charter fishing fleet return, or explore nearby Orleans Village. The flexible floor plan offers a first-floor bedroom suite, living room with fireplace, full bath, and a light-filled family room with wide pine floors and walls of windows opening to an expansive wraparound deck. Upstairs, the private primary suite enjoys commanding views, while the finished walkout lower level provides ideal guest or bonus space. Outside, a fenced yard features a koi pond, hot tub, detached garage, and shed. Cosmetic updates will make this irreplaceable setting your own. (Select Photos are AI)

181 Rock Harbor Road, Orleans

Listing courtesy of Listing Agent: Pam Wise from Listing Office: Compass.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

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