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$4,495,000
8 Beds ⋅ 7 Baths ⋅ 73531988 MLS
Set on an extraordinary 12-acre waterfront parcel, this rare property features two homes on a single private lot along the scenic Concord River. The contemporary main residence is designed to capture stunning river views from nearly every room, offering elegant living spaces, five fireplaces, and a spectacular indoor pool for year-round enjoyment. In total, the property includes 8 bedrooms and 7 bathrooms, providing exceptional space for family and guests. A private dock extends into the Concord River, offering direct access for boating, kayaking, and waterfront recreation. Surrounded by mature landscaping and acres of natural beauty, the property offers remarkable privacy and a peaceful setting while remaining conveniently accessible to upscale shopping, fine dining, and 3 airports. Combining luxury, contemporary design, and one of the area's most desirable riverfront locations, this exceptional estate presents a rare opportunity to enjoy an unparalleled waterfront lifestyle.

389 River Rd, Carlisle

Listing courtesy of Listing Agent: Kevin Balboni from Listing Office: William Raveis R.E. & Home Services.
$4,495,000
5 Beds ⋅ 8 Baths ⋅ 73524035 MLS
A custom-designed home showcasing exceptional craftsmanship, and a seamless blend of luxury living & grand-scale entertaining. Dramatic floor-to-ceiling windows bathe the interiors in natural light, while soaring 10+ foot ceilings and a versatile floor plan create an extraordinary living experience throughout. At the heart of the home is a spectacular chef’s kitchen featuring custom Sapele wood cabinetry, striking Onyx countertops, and top-of-the-line Miele appliances. The expansive living & family rooms each feature sleek linear gas fireplaces, offering both sophistication & comfort. The lavish primary suite is a private retreat, complete with dual spa-inspired bathrooms — one featuring a steam room & the other a soaking tub, along with two walk-in closets & direct access to an oversized deck. Additional highlights include four generous bedrooms, a gym w/full bath & sauna, 2nd family room & an elevator. Enjoy the stunning landscaped yard w/salt water pool & cabana, a heated driveway.

17 Edge Hill Rd, Newton

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.
$4,495,000
6 Beds ⋅ 8 Baths ⋅ 73506861 MLS
Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

650 Canton Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.
$4,490,000
6 Beds ⋅ 8 Baths ⋅ 73551204 MLS
Grandeur awaits, Welcome home to 75 Woodfall Rd in Belmont. This sprawling villa with a finished lower level offers unparalleled luxury & space, perfect for grand living and entertaining. The bright and sunny home's craftsmanship is evidenced by its soaring ceilings & custom inlaid hardwood flooring, Italian marble fireplaces & stately columns. A sweeping circular driveway with a four car garage leads to a grand foyer featuring a dramatic curved staircase and chandelier that sets the stage for the home's exquisite details. The foyer opens to an oversized great room with walls of glass and twenty-foot ceilings. Multiple decorative fireplaces exude Mediterranean charm. Unleash your inner chef in a gourmet eat-in kitchen designed for culinary creations, offering an island, walk in pantry, Viking appliances and a butlers pantry with access to the formal dining room. Six spacious bedrooms, each a private sanctuary on its own & six full & 2 half luxurious bathrooms.

75 Woodfall Rd, Belmont

Listing courtesy of Listing Agent: Janet Ghazzi from Listing Office: Coldwell Banker Realty - Newton.
$4,485,000
6 Beds ⋅ 6 Baths ⋅ 73491482 MLS
This turnkey luxury historic residence, meticulously restored and ideally situated on Meriam Hill just three blocks from Lexington’s town center, offers a rare opportunity to experience the grandeur of a distinguished historic home with the ease and sophistication of modern living. Thoughtfully preserved architectural details are complemented by interiors conceived by an award-winning Boston designer, creating an elegant yet inviting environment where timeless character and contemporary amenities are seamlessly integrated.Bathed in natural light, the gracious interiors unfold from a grand foyer anchored by the original staircase, leading to formal living and dining rooms and a handsome study, each appointed with its own fireplace. A stately wraparound porch extends the living experience outdoors, providing an idyllic setting for entertaining or unwinding while taking in spectacular sunset views.A thoughtfully designed addition introduces a sophisticated chef’s kitchen with a butler’s pantry, casual dining area, and dedicated office nook, perfectly suited to both everyday living and effortless entertaining. The lower level further elevates the home’s lifestyle offering with a media room, game room, fitness center with direct backyard access, and an additional mudroom. An attached three-car garage and two mudrooms provide exceptional convenience and functionality.Set in one of Lexington’s most coveted neighborhoods, the residence places the town’s celebrated amenities, including its highly regarded schools, shops, restaurants, and community offerings, all within blocks. This exceptional property is a distinguished blend of historic provenance, architectural beauty, modern luxury, and an unparalleled in-town location.

4 Adams Street, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.
$4,450,000
5 Beds ⋅ 7 Baths ⋅ 73569967 MLS
This extraordinary estate showcases exceptional architecture, craftsmanship, and amenities inside and out. Set amid meticulously landscaped grounds with a private and newly fenced back yard, two-tier bluestone patio with pergola, and a tranquil pond with waterfall. Inside, find beautiful custom millwork, soaring ceilings, rich Brazilian cherry flooring, designer Italian lighting, and exquisite finishes. The main level features a spectacular Great Room with an 18’ coffered ceiling and dramatic two-story curved wall of glass, alongside an elegant Living Room, Dining Room with adjoining Buffet, and inviting Den with natural fieldstone fireplace. The impressive chef's Kitchen and Pantry offer serious culinary functionality with top-of-the-line appliances and amenities, abundant custom cabinetry, stone countertops, two spacious islands, European-inspired detailing, and a sunny eat-in bay. Private first-floor Guest Quarters offer an en-suite Bath with French doors to the back yard. The interior balcony upstairs offers breathtaking views of the grand two-story Foyer and Great Room. The lavish Master Suite includes a spacious sitting room with fireplace, vaulted-ceiling marble Bathroom with radiant heat, and an expansive boutique-style walk-in closet. Three additional en-suite Bedrooms plus a Laundry Room complete the second floor. The third floor provides dedicated Office and Exercise space, while the finished lower level boasts a fully equipped Home Theater, Recreation Room, Den, full Bathroom, and extensive storage. Heated attached three-car Garage plus detached Carriage House - ideal for future Pool House or Accessory Dwelling Unit (ADU) - add exceptional parking, storage, and versatility. Beautifully sited on a sprawling lot in one of Lexington’s most desirable neighborhoods, minutes from shopping, dining, top schools, commuter routes, and miles of conservation.

21 Douglas Road, Lexington

Listing courtesy of Listing Agent: Elizabeth P. Crampton from Listing Office: Coldwell Banker Realty - Lexington.
$4,450,000
5 Beds ⋅ 8 Baths ⋅ 73558871 MLS
A one-of-a-kind European-inspired estate on 5.6 private wooded acres, featuring a private elevator, a 15-car garage compound, an indoor pool pavilion ready for completion, an immense customizable lower level, and exceptional craftsmanship. Some homes are built to satisfy the market. Others are created to fulfill a vision. La Farigoule belongs unmistakably to the latter. Inspired by the timeless country estates of France and Southern Europe, this extraordinary custom residence was conceived not as a speculative development, but as a lifelong private estate where architecture, craftsmanship, and imagination took precedence over convention. Every room, proportion, and crafted detail reflects a singular vision, giving the home remarkable character and unmistakable personality. Set amid secluded woodlands, La Farigoule reveals itself through remarkable spaces and unexpected discoveries. A private elevator serves every level, from the expansive lower level to the attic, combining elegance with convenience. The spectacular 15-car garage compound offers an extraordinary setting for automobile collectors, while a rare underground passage discreetly connects it to the residence- an architectural feature almost never found in a private home. A magnificent indoor swimming pool pavilion awaits completion as a year-round wellness retreat. Beneath the residence, an immense lower level can become a private cinema, wine cellar, fitness center, spa, golf simulator, guest residence, or exceptional entertainment venue. These spaces invite the next owner to shape the estate around a personal lifestyle. Even the smallest details express the home's European spirit. A traditional wood-fired pizza oven evokes Tuscany and Provence, where family and friends gather around simple pleasures, fine food, and memorable evenings. Handcrafted millwork, custom stonework, soaring spaces, and bespoke details create warmth, authenticity, and timeless elegance rarely found in contemporary construction. La Farigoule is more than a luxury residence- it is a home with a soul. Created not simply to impress, but to endure, it is complete in its architectural vision while offering opportunities for personalization without compromising its identity. Only minutes from Boston, yet surrounded by privacy, La Farigoule is for those who seek originality over convention, craftsmanship over fashion, and character over excess. Some houses are admired. Some houses are envied. La Farigoule is remembered.

145 Dutton Road, Sudbury

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$4,450,000
5 Beds ⋅ 6 Baths ⋅ 73520009 MLS
Set on more than 30 acres along the shores of Cape Cod Bay, Sunset Farm is a rare coastal compound of remarkable privacy and unlimited potential. Thoughtfully created by a master arborist with great vision and care, this legacy property features a curated landscape of specimen trees, open meadows, and winding trails around 5 large and naturally recharging freshwater ponds. A custom built farmhouse, substantial barn, and a separate two-bedroom guest cottage provide for immediate enjoyment, while conceptual plans exist for a full multi-generational family compound including stables, additional guest houses, pool and tennis court. With direct beach ownership and an atmosphere of complete seclusion, Sunset Farm feels far removed from the everyday, yet located within proximity to restaurants, shops and galleries. Timeless, serene, and impossible to replicate, this is one of Cape Cod’s most magical properties and is a pleasure to show, by appointment only.

46 Roos Road, Sandwich

Listing courtesy of Listing Agent: Brian Dougherty from Listing Office: Corcoran Property Advisors.
$4,440,000
10 Beds ⋅ 10 Baths ⋅ 73571905 MLS
Court Street has long been known to mark the dividing line where the center ends and the West End begins. At its rise stands the Revere Guest House, an award-winning Provincetown inn shaped by nearly two centuries of life by the sea. Built circa 1830 as a sea captain's home, 14 Court Street carries its history quietly, with the scale, irregularities and intimate details of a place assembled through time rather than conceived all at once. Today, ten rooms unfold throughout the property alongside private living quarters. A brick courtyard gathers around a fire pit, while gardens, porches and a separate breakfast cottage create spaces to discover. For more than half a century, the Revere has welcomed travelers through its doors. Commercial Street and the harbor are moments away, yet the property sits above the movement of town, with water views that offer a quiet reminder of its connection to the sea. Few properties can tell the story of Provincetown without saying very much at all. 14 Court Street has been doing so for nearly two hundred years. The Revere Guest House now awaits its next chapter.

14 Court Street, Provincetown

Listing courtesy of Listing Agent: Thomas Andrews from Listing Office: Gibson Sotheby's International Realty.
$4,395,000
3 Beds ⋅ 6 Baths ⋅ 73572956 MLS
Set along 163 feet of Lagoon frontage with its own sandy beach, 267 Barnes Road offers a fresh, contemporary take on waterfront living in Oak Bluffs. Set on 1.25 acres, the 4,046-square-foot home balances privacy with comfortable spaces for entertaining or relaxing. Oversized windows bring Lagoon views into nearly every room. The main level features soaring ceilings, a wood-burning fireplace, wet bar, and an eat-in kitchen opening to a sunny patio. A separate two-room wing with full bath and private deck offers flexible space for an office, den, studio, or guest accommodations. Upstairs, the primary suite includes a fireplace, walk-in closets, ensuite bath, and Lagoon-facing deck. Two additional ensuite bedrooms open to a wraparound deck and 3-season porch. The refinished 2,000-square-foot walk-out lower level includes a full bath, laundry, and space for a gym, media room, or additional living area. Offered fully furnished, this waterfront retreat is ready to enjoy. Whether you are hosting a full house or savoring a quiet weekend, the Lagoon becomes your backdrop: sunrise coffees, afternoon swims, and sunset gatherings right at the water’s edge.

267 Barnes Road, Oak Bluffs

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..
$4,388,000
5 Beds ⋅ 7 Baths ⋅ 73475892 MLS
Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$4,375,000
5 Beds ⋅ 7 Baths ⋅ 73570598 MLS
Set on coveted Mashpee Neck, this spectacular waterfront home seamlessly pairs classic Cape Cod architecture with modern luxury. Built in 2025, the residence showcases superlative quality and craftsmanship throughout, while a private deep-water dock delivers the best of coastal living with access to Nantucket Sound. Immediately upon entering, an open layout defines the light-filled living spaces, complete with beamed ceilings, hardwood floors, and custom millwork. The eat-in chef's kitchen is equipped with professional-grade appliances, stone countertops, and a butler's pantry, ideal for casual living or grand entertaining. In the adjacent living room, a gas fireplace and wet bar offer a refined ambience, while sliding glass doors open to a waterside deck for al fresco dining. Providing the utmost comfort and convenience, an expansive first-floor primary suite leaves nothing to be desired, complete with two walk-in closets, a private balcony, and a sumptuous bathroom. On the second level, four en suite bedrooms ensure well-appointed accommodations for family and friends. The finished lower level provides endless opportunities for entertainment, with a home theater, fitness room, bar, and sliding glass doors that open to a covered terrace with a built-in barbecue overlooking the water. Located minutes from Willowbend, Mashpee Commons, and Cotuit Village, this stunning waterfront home is ready to be enjoyed.

28 Quaker Run Road, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$4,350,000
6 Beds ⋅ 7 Baths ⋅ 73507578 MLS
Rare Oceanfront Queen Anne Victorian Estate | Beachhurst | Boston Skyline Views directly on the ocean just 11 miles from Boston, this magnificent shingle-style home offers an unparalleled oceanfront lifestyle. Featuring 8 bedrooms (4 ensuite), & multiple outdoor spaces, the home is designed for grand entertaining and relaxed coastal living. Wake to sweeping views of Boston's glittering skyline, harbor islands, and open sea from nearly every room. Direct access to Eisen Beach puts sand and surf at your doorstep. The chef's kitchen opens via French doors straight to the water, while the wraparound covered porch and pergola invite endless hours of coastal enjoyment. The original craftsmanship designed by Richard Morris Hunt shines with inlaid hardwood floors, hand-carved balusters, stained-glass entry doors, rich wood paneling & multiple ornate fireplaces. Swampscott's most iconic oceanfront home with green lawn, all just minutes from the commuter rail with direct service to Boston.

251 Puritan Road, Swampscott

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.
$4,350,000
5 Beds ⋅ 7 Baths ⋅ 73488436 MLS
Welcome to Bay Pond Road, a private waterfront enclave in the heart of Powder Point. Make summer exceptional with views of boats sailing by, beautiful sunsets from a covered porch, and exclusive water access with a boat mooring. This gracious home is set on almost 1acre of beautifully landscaped level grounds offering ample opportunities for pool and guest house/ADU expansion. Extensively renovated in 2009 by a notable Boston architect, this 5 BR, 7 bath, 5800sf home combines understated elegance with refined modern living. An expansive first floor main suite offers 2 full baths, 2 walk-in closets and overlooks the English gardens. Generous light-filled rooms, marble kitchen and baths, 3 fireplaces, walls of French doors, and stone patios are all hallmarks of this property. Every element of this home, from the gas lanterns to the custom millwork was selected with intention. A rare opportunity for a new owner to create their own tradition of exceptional living in coveted Powder Point

39 Bay Pond Rd, Duxbury

Listing courtesy of Listing Agent: Suzanne Stevens from Listing Office: South Shore Sotheby's International Realty.
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 73505446 MLS
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.

12 Windswept Lane, Orleans

Listing courtesy of Listing Agent: Jeffrey Marcus from Listing Office: Corcoran Property Advisors.
$4,299,000
5 Beds ⋅ 6 Baths ⋅ 73574948 MLS
Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully renovated, maintained and updated, blending classic architecture with modern comfort. This 5-bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, and a second-floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!

4 Dartmouth, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
$4,295,000
5 Beds ⋅ 7 Baths ⋅ 73574473 MLS
Why wait for new construction? Built in 2025, this Waban residence offers all the benefits of modern living in one of the most coveted locations on the same block as the recently built Zervas Elementary School and Richardson field and playground. Conveniently located with easy access to the heart of Waban Center, Newton Highlands and 4 Corners, as well as the the Windsor Club, and the MBTA Green Line (D), offering effortless access to Boston and beyond.Thoughtfully designed for today's lifestyle, the open-concept main level features a private office, elegant dining room, and a chef's kitchen showcasing custom cabinetry, top-of-the-line appliances, an oversized island, and a sun-drenched breakfast area with a beautiful built-in banquette. A spacious family room with fireplace flows seamlessly to a covered patio with outdoor kitchen, an entertainer's dream inside and out, complete with a large and private flat backyard. Upstairs, the luxurious primary suite impresses with two walk-in closets and a spa-inspired bath featuring a soaking tub, steam shower, and heated floors. Three additional ensuite bedrooms and a dedicated laundry room complete the second floor. A versatile third floor offers the ideal retreat for work or relaxation with another full bathroom, while the finished lower level provides a fifth bedroom, full bath, gym with built-in sauna, and media/playroom with space for every need. Solar panels are owned and included in the sale. Enjoy all the benefits of nearly new construction, in an established Waban location you'll love coming home to.

98 Beethoven Ave, Newton

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73573613 MLS
OCEANFRONT LIVING AT ITS BEST! Welcome to 41B Wingaersheek Road, an exceptional 2023 modular coastal residence offering a rare combination of modern comfort, energy efficiency, investment potential, and direct access to one of Gloucester’s most coveted stretches of shoreline. Thoughtfully engineered and factory-built in precision-fabricated modules before being assembled on site, the home offers a sophisticated alternative to conventional construction. A combination of structural steel and wood framing creates a durable, highly engineered building envelope while maintaining a clean, modern aesthetic. Designed for year-round comfort and efficiency, this home features extensive closed-cell spray-foam insulation throughout the walls, floors, and roof. The property consists of two beautifully appointed residences, each offering 2 bedrooms and 2 full baths, creating a versatile 4-bedroom, 4-bath configuration. Both units feature bright, open-concept living spaces, sleek kitchens with quartz countertops, center islands, and stainless steel appliances, as well as in-unit washers and dryers. A convenient lockout door provides the option for the two residences to function independently as a multi-family property or be incorporated into one expansive single-family home, offering an ideal setup for extended family, guests, or those seeking additional private space. Steel structural components are integrated throughout the modular system, including engineered connections between modules, resulting in exceptional structural integrity and energy performance. Mechanical systems were carefully incorporated into the design, including heat-pump HVAC and air-conditioning, along with a heat-recovery ventilation system providing continuous whole-house ventilation. Plumbing and electrical systems were substantially installed within the factory-built modules and seamlessly connected during on-site assembly, allowing for an efficient and highly coordinated construction process.Designed for effortless coastal living, this home is equipped for year-round enjoyment. Step outside and follow the private path directly to the beach, where you can spend your days swimming or strolling the shoreline. This home offers the opportunity to create a private family compound, a sought-after vacation retreat, or an income-producing investment. Rarely available, this is a remarkable opportunity to own a piece of the Gloucester coastline.

41-B Wingaersheek Rd, Gloucester

Listing courtesy of Listing Agent: The Apex Team from Listing Office: Apex Realty Group, LLC.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73542573 MLS
Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73509923 MLS
This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings & dramatic walls of glass fill the home with natural light and frame spectacular sunsets. Multiple sliders open to an expansive wraparound deck for effortless indoor-outdoor living. Chefs kitchen, dual living areas, and adjacent open dining create an exceptional setting for relaxing or entertaining. There's nearly 5,000 sq on three levels, with 4 bedrooms and 3.5 baths. The luxurious primary suite offers panoramic water and sunset views. A finished multi-room lower level includes family room and convenient kitchenette. Solar panels, generator, gas heat, Central A/C, outside shower, reclaimed wood floors & more. You'll enjoy a seasonal dock/catwalk on Bucks Creek for kayaking, paddle-boarding, or clamming from your own back yard - and the calm waters of Harding's Beach are a short stroll via sidewalk. Don't miss out!

38 Indian Trail, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 73494776 MLS
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.

36 Areys Lane, Orleans

Listing courtesy of Listing Agent: The Eva Scott Group from Listing Office: Gibson Sotheby's International Realty.
$4,288,000
4 Beds ⋅ 4 Baths ⋅ 73574433 MLS
4 BEDROOMS, 3 FULL BATHS, 6442 SQUARE FEET.Situated on 2 acres of land with room to develop up to 6,000 more square feet onto the existing property, this is an unbelievable opportunity to be in the best location in Weston with the ability to expand — just a 15-minute commute to Boston. This renovated ranch-style estate is set in Weston's coveted South Side Golf Club neighborhood, bordering conservation land and scenic walking trails. Inside, the home offers light-filled, open living areas, dramatic high ceilings, and expansive windows throughout. A chef-caliber kitchen anchors the home with Wolf and Sub-Zero appliances, quartz counters, and custom cabinetry. The main level features a luxurious primary suite alongside two additional bedrooms, while the finished walkout lower level adds a guest/au pair suite, kitchenette, media room, and additional flexible living space.

80 Doublet Hill Rd, Weston

Listing courtesy of Listing Agent: William Montero from Listing Office: Gibson Sotheby's International Realty.
$4,250,000
5 Beds ⋅ 8 Baths ⋅ 73568719 MLS
Welcome to 4 Sherburne Way, an extraordinary waterfront estate on Buzzards Bay. The journey begins with a drive through the Little Harbor Golf Club, under a lush canopy of trees, signaling your arrival at a retreat that offers a level of privacy rarely found on the South Coast. Beyond the stone pillars and gated entry, a stunning shingle-style residence awaits, complete with access to a shared tennis court. Inside, the home’s character unfolds with a grand foyer and a graceful turned staircase. The craftsmanship throughout is exceptional; the rich woodwork and architectural detail feel more like a sophisticated Beacon Hill estate than a typical beach house. The heart of the home is a soaring great room anchored by a fireplace and a formal dining area, flowing seamlessly into a chef’s kitchen. Outfitted with a Viking stove, Sub-Zero refrigeration, and a massive center island, this space is designed for both entertaining and quiet mornings. A casual sitting room and a spacious home office flank the main living area, offering versatile spaces for work or relaxation. The primary suite is also located on the main level, featuring a private fireplace, an expansive walk-in closet, and a spa-like ensuite bathroom with a soaking tub, double vanity, and bidet. Exterior doors lead directly to a large, covered porch, where a dedicated seating area and gas fireplace offer a perfect vantage point for the grounds. The second level is equally impressive, hosting a lounge area and three additional ensuite bedrooms. This floor also includes a self-contained living suite—perfect for guests or extended stays—featuring its own kitchen, living area, and full bath. The home’s most iconic architectural feature is the "tower room," designed to resemble a lighthouse. A ladder leads to an elevated lookout, providing breathtaking, panoramic water views that capture the true essence of this estate. The third level adds even more versatility with an additional seating area, full bath, and a wet bar. The outdoor living space is a masterpiece of stonework and natural beauty. Relax by the plunge pool or follow the path down to your own private beach. Whether you are launching a kayak, paddleboarding, or simply enjoying a swim, this is a rare opportunity to own a private coastal compound in an unmatched setting. Come live in a community where the landscape is treated with such reverence, surrounded by neighbors who truly value the stewardship and preservation of the natural world.

4 Sherburne Way, Wareham

Listing courtesy of Listing Agent: Shawn Costa from Listing Office: Compass.
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 73552814 MLS
Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Rd, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 73493426 MLS
The location that has it all...walk to both town, fish pier, beach and baseball games... New Farmhouse being built by Morgan and Son is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 baths, 3980Sq foot home. All bedrooms offer specious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings large slider with views overloooking the new pool and patio area, airy chef's kitchen and dining area. A detached outer building houses a one car garage and a seperate

222 Barcliff, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.
$4,200,000
5 Beds ⋅ 5 Baths ⋅ 73570743 MLS
SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, sailing, and boating. The existing deepwater mooring is available subject to Harbormaster approval.With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

5 Kidd Way, Orleans

Listing courtesy of Listing Agent: Frances Schofield from Listing Office: .
$4,200,000
6 Beds ⋅ 5 Baths ⋅ 73570627 MLS
This rare and special property is available for the first time in 35 years! A near acre parcel surrounded by mature growth trees perched above a quiet dead-end street overlooking Newton’s largest conservation area, Webster Woods, just 2 blocks from the heart of Newton Center, and less than 15 minutes from downtown Boston. A prime location with great convenience and proximity to everywhere in the Greater Boston area. This wonderfully designed contemporary family home has 6 bedrooms and an office with 4 full and 1 half baths. The thoughtful layout of the home has some unique features including: a 2-room en-suite 1st floor bedroom, a 2nd 1st floor bedroom, as well as a dedicated study/office; a large double-height great room and dining room are the heart of the home that function perfectly for hosting large gatherings and holiday celebrations with family and friends; and on the 2nd floor there is a huge private primary suite with soaring ceilings, a large en-suite bathroom with steam shower and soaking tub, and a generous light-filled walk-in closet. The primary suite does NOT share any walls with any of the other bedrooms or living spaces providing for maximum privacy. The property itself is uncommonly desirable for its size and privacy, as well as its zoning. The home is not subject to historical review/control and allows for as much as 12,500SF above grade, so future owners have tremendous liberty to renovate and/or expand to make this home and property ideally suited to their taste and needs. A truly exceptional place for you and your loved ones to make your home for many years to come!

40 Warren Street, Newton

Listing courtesy of Listing Agent: Philip Garfinkle from Listing Office: Philip Garfinkle Realty Inc..
$4,200,000
5 Beds ⋅ 7 Baths ⋅ 73548853 MLS
Extraordinary Shingle Style estate set on one of Wayland’s most spectacular private settings. Positioned on a hill overlooking sweeping lawns, a winding drive leads to a circular motor court with generous parking. Blending classic style with relaxed comfort, a grand open-concept living space flows from a chef’s kitchen to a family room, “laptop lounge,” and billiard room with wet bar. Upstairs, the luxurious primary suite includes walk-in closets, fireplace, balcony, and gorgeous spa bath. A private one-bedroom guest apartment is located above the 3-car garage. The third floor offers space for recreation, media, or remote work. Additional highlights include a spacious home gym and a resort-style backyard with covered porch, expansive deck with outdoor kitchen and bar, fire pit, putting green, saltwater infinity-edge pool and spa, all surrounded by lush grounds and specimen plantings. This special retreat offers the benefit of top-rated schools and easy access to Boston.

226 Cochituate Rd, Wayland

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate - Wellesley.
$4,200,000
3 Beds ⋅ 3 Baths ⋅ 73515489 MLS
Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef’s kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola.

30 Indian Trail, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 73500198 MLS
A remarkable waterfront setting meets exceptional craftsmanship on 1.55 acres along Cohasset’s Gulph River. Reimagined over two years as a forever home, this residence was comprehensively reconstructed by a respected local builder and expanded from the original foundation up, transforming a classic Cape into an elegant French Colonial while preserving meaningful pieces of its history. More than 5,700 SF of living space is framed by panoramic river and marsh views with walls of glass presenting spectacular sunrises and serene sunsets. The home's slopeside position creates an elevated setting overlooking the river and marsh while offering a private backyard oasis. Inside the home, wide-plank hickory floors, high-efficiency Andersen windows and doors, closed-cell insulation, three-zone HVAC and a high-performance hot water system reflect the same attention to quality found throughout. At the center of the home, the chef’s gourmet kitchen pairs professional-grade Viking appliances with leathered Brazilian quartzite, custom cabinetry, imported Moroccan tile and a commercial-grade hood trimmed in reclaimed 1800s barn beams. Open living and dining spaces flow to the waterside deck, while the living room’s gas fireplace features a handcrafted mantel of the original hand-sawn barn beam. The primary suite is a private retreat with a balcony, a walk-in closet, and a distinctive spa bath with a custom Turkish-spindle vanity, an oversized clawfoot soaking tub, and a Tadelakt-finished shower. Three additional bedrooms and two more full baths complete the second floor. The finished walkout lower level, with two sets of French doors, water views, full bath, and polished concrete floors, offers flexible space for a gym, recreation, guests and more. Outside, an expansive lawn offering endless possibilities leads toward the river with timeless views across the estuary and direct access to the water. A renovated barn adds exceptional versatility, including a heated and cooled second floor ideal for an office or studio. MoistureShield CoolDeck composite decking, a backup generator, and thoughtful efficiency upgrades complete this extraordinary Cohasset property, just a short walk to the Village, commuter rail, restaurants, and harbor.

392 S Main St, Cohasset

Listing courtesy of Listing Agent: Rosemary Sullivan from Listing Office: Conway - Hingham.

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