Refine Search
Sort by
$3,950,000
3 Beds 3 Baths 22600856 MLS
Welcome to your private waterfront retreat in the east end of Provincetown! This enchanting 3-bedroom, 2.5-bathroom compound composed of a cottage and separate studio seamlessly blends a casual beach charm with modern amenities, offering a serene escape and breathtaking views of Provincetown Harbor. Nestled amid lush gardens this nearly double wide waterfront lot is a rare gem.The 2-bedroom, 1.5-bathroom cottage feels like a step back in time, with wide pine floors, exposed wood beams, and a wood-burning fireplace. The kitchen and bathroom marry modern features yet maintain an authentic quality to this historic home of Eugene O'Neill in 1916 and later the photographer Joel Meyerowitz. The inviting living room boasts large sliders that open onto the waterfront deck, allowing you to enjoy stunning bay and light house views. The well-appointed kitchen features butcher block countertops and ample cabinetry, perfect for preparing meals while taking in the sunset. A stylishly renovated full bath with contemporary tile work blends modern comfort with functionality. The laundry area, complete with a folding station, is situated outside the bath. The second-floor staircase, framed with boat oar bannisters, leads to a landing with the guest bedroom to the left, the primary bedroom to the right, and a half bath in the middle. The primary bedroom offers panoramic water views, creating a peaceful sanctuary. Ample storage exists with built in cabinetry, including under the platform bed, and a wardrobe on the landing provides additional hanging space. The guest bedroom overlooks the front of the home and includes abundant closets and built-ins for storage. A charming half bath on the second floor completes the comfort of the bedroom level. Across the lush lawn, the stand-alone studio suite with its own full bath and kitchen offers flexible living arrangements, ideal for guests, extended family, or potential rental income with its own private entry and direct beach access. This studio ensures privacy and independence and could be a stunning waterfront at-home office. The highlight of the property is the spacious waterfront deck with outdoor shower, which provides unparalleled views of Provincetown Harbor with landscaping that provides a privacy rarely available with waterfront properties. Whether you're relaxing, entertaining, or simply taking in the scenic beauty, this deck is perfect for all occasions. Surrounding the property, lush gardens add color and tranquility to the outdoor experience, while a shed offers additional storage space for bikes or gardening tools. With parking for two cars and a great rental history, this idyllic waterfront retreat is not to be missed. **Please Do Not Enter Property Without An Appointment**

593 Commercial Street, Provincetown

$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

$7,500,000
5 Beds 7 Baths 73486301 MLS
Nestled within Seven Gates Farm, one of Martha’s Vineyard’s most storied and scenic communities, this 26.5-acre estate features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench overlooking Vineyard Sound and the Elizabeth Islands. Located just steps from Gray’s Beach and dock, this is among the most picturesque settings in Seven Gates Farm. The community includes 45 homesites across 1,600 acres, with 1,000 acres of protected conservation land, open fields, woodlands, ponds, and miles of trails. Residents enjoy exclusive access to 1.5 miles of private beach, two piers, and tennis courts. An extraordinary opportunity to be part of a community dedicated to preserving the island’s natural beauty.

85 North Reservoir Road, West Tisbury

$599,000
5 Beds 3 Baths 73480733 MLS
This Halifax Cape is ready. Rich with authentic New England character, the home features wide plank floors, exposed hand-hewn beams, a rare beehive oven, and four fireplaces - including one in the first-floor primary room. The flexible great room, with its two exterior entrances and half bath, opens the door to a home office, studio, or in-law suite. A detached workshop and attached garden room round out a property that rewards vision. Updates needed offer a genuine opportunity to make a one-of-a-kind canvas entirely your own. The price reflects where the home is - not where it's going. Minutes to the Halifax MBTA Station, Route 3, shopping, and dining. Offered for the first time in over a decade - a true piece of Plymouth County history waiting for it's next chapter. Town has approved plans for a new 5 bed septic system - work to begin once the house is under agreement.

2 Country Club Dr, Halifax

$599,000
3 Beds 1 Baths 73480558 MLS
This single family residence stands as an inviting home, prepared for immediate enjoyment. The living room serves as a central gathering point, thoughtfully designed with built-in shelves that provide elegant display possibilities and practical storage solutions. One of the bedrooms offers a distinctive atmosphere, featuring a captivating ship lap wall that adds character and warmth to the personal retreat. Upstairs you have third bedroom and a walk-in attic storage Outside, the property extends its charm with a dedicated outdoor living space, complete with a patio and an inviting outdoor dining area, perfect for enjoying moments of relaxation and shared meals under the open sky. This home encompasses three bedrooms and a full bathroom, providing comfortable accommodations within its 1214 square feet of living area.

156 Fort Hill St, Hingham

$5,900,000
6 Beds 3 Baths 22600002 MLS
There was a time before antique homes were ''rehabilitated'' or ''renovated.'' Discover this untouched jewel, sparkling quietly in Provincetown's coveted east end Commercial Street neighborhood of Captain's homes, boathouses, beach cottages and sandy lanes.There is still one of those hard to find gems remaining, an untouched sprawling home, once several residences in one on a large parcel of land with a private, enclosed rear garden, home to a two story Carriage House and a broad front yard.This unassuming but elegant expanded antique Cape sits comfortably back from Commercial Street with a view to the bay.The main house offers 11 rooms, period correct with pantry, closets, nooks, crannies, double doors, gorgeous wood flooring, original staircases and details at every turn, a surprise of antiquity with every glance paid. The bonus Carriage House in the back garden is ripe for conversion to a spacious artist's studio, home office, writing studio or gracious guest quarters. You won't be disappointed if you are a connoisseur of classic Cape Cod style and New England architecture. Secure this untouched masterpiece today to preserve it for generations to come.

580 Commercial Street, Provincetown

$4,950,000
3 Beds 4 Baths 22505339 MLS
In the very center of Provincetown, this rare mixed-use cluster is composed of three separate buildings totaling 5,791+/- sq.ft. All provide commercial spaces, while two also include residential areas above, with three bedrooms across the upper levels. The front structure, dating to the 1870s, reflects the Second Empire style and is distinguished by its tower turret and enduring architectural presence. Later buildings extend the setting, together creating a distinctive enclave with layered history and flexible utility. Brick-paved walkways, terraced steps, and original wide-plank pine floors add to its character and authenticity. Situated within the Town Center Commercial (TCC) zone, the property allows for a range of possibilities, from continued use to more ambitious redevelopment. Its scale, zoning, and architectural presence are further enhanced by exceptional visibility and steady year-round foot traffic unique to this central location.

234 Commercial Street, Provincetown

$4,999,000
4 Beds 3 Baths 73434698 MLS
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.

66 Tides End Ln, 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

$779,000
3 Beds 3 Baths 22502668 MLS
Offered for sale for the first time in over 50 years, this antique three-family residence presents a rare development opportunity in Provincetown at a unique price. Spanning 1,362 square feet, the property features two studio apartments on the first floor and a spacious one-bedroom unit with an attic and bonus room on the second floor. This level lot enjoys abundant natural light throughout the day and offers room for potential expansion. The property could convey with architectural drawings for a fully reimagined over 2,000 square foot three-family residence. Betterment has been paid in full.Don't miss this opportunity to either pursue a multi-unit development project or create your own single-family home in Provincetown.

37 D Court Street, Provincetown

$779,000
3 Beds 3 Baths 22502662 MLS
Offered for sale for the first time in over 50 years, this antique three-family residence presents a rare development opportunity in Provincetown at a unique price. Spanning 1,362 square feet, the property features two studio apartments on the first floor and a spacious one-bedroom unit with an attic and bonus room on the second floor. This level lot enjoys abundant natural light throughout the day and offers room for potential expansion. The property could convey with architectural drawings for a fully reimagined over 2,000 square foot three-family residence. Betterment has been paid in full.Don't miss this opportunity to either pursue a multi-unit development project or create your own single-family home in Provincetown.

37 D Court Street, Provincetown

$2,700,000
7 Beds 7 Baths 73373131 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 to own one of Cape Cod's most storied, landmark waterfront settings.

645 S Orleans, 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

$740,000
3 Beds 1 Baths 73329123 MLS
New Price: The Pound Keeper’s Cottage (c. 1775), in the village of Russells Mills, South Dartmouth, Massachusetts, is for sale – the second time since 1958. This country house retreat, cosseted by meadow and woodland, is complemented by the coastal estates, conservation lands, and historic farms, which are so evocative of the New England landscape. Its proximity to Boston, Providence, and NYC makes it an ideal getaway or a full-time residence. Vintage features include painted, old-growth flooring, exposed ceiling beams, panel doors with period hardware, and historic mantelpieces. The interior offers a sitting room, dining room, a bathroom with tub, and a well-appointed kitchen. The second-floor features two bedrooms with an adjacent home office. Improvements include a new roof with wooden gutters and copper drainpipes, a Roth stainless steel oil tank, and an updated heating/AC system. With its historic provenance, this significant home is an exceptional offering.

1150 Russells Mills Rd, Dartmouth

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.