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$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

$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

$4,395,000
4 Beds 3 Baths 73576832 MLS
Exceptional four bedroom single family located in the heart of the South End! Victorian double parlor level with pocket doors plaster moldings, wood casings, & marble mantels. A beautiful entertaining space & intimate den with home theater & wet-bar. The kitchen, dining & living level has an open floor plan with convenient half bath & wet-bar. The custom Venegas design kitchen is a cook's delight! Finished with an oversized island, quartzite counters, Sub-Zero, Wolf appliances & great storage. The primary suite is an oasis. The spacious bedroom connects seamlessly through the spa style bath with glass enclosed shower, double vanity to the dressing room with laundry & office. A full staircase continues to the amazing roof-deck with 360 degree city views! Lower entrance with easy access for bikes & strollers. Two additional spacious bedrooms & full bath with laundry. Garden level family room with kitchenette & office leads to a beautiful private patio. Control 4 A/V, central a/c & more.

112 Appleton St, Boston

$4,395,000
4 Beds 3 Baths 1421977 MLS
Close your eyes and imagine your dream beach house. Breathe in the salt air. Listen to the rhythmic sound of waves breaking along the shore. Take in the panoramic views from Block Island to Long Island and watch boats drift across the distant horizon. Now open your eyes and make that dream a reality in this spectacular oceanside retreat. Situated on Misquamicut's famous five-mile stretch of uninterrupted sandy beach, you can walk to one of the many shoreline venues for dining or cocktails. Completed in 2026 by Tier1 Construction, this home blends coastal elegance with modern craftsmanship and superior shoreline engineering. The main level features an open concept plan anchored by a dramatic floating staircase and a state-of-the-art kitchen with quartz counters, custom cabinetry, and premium stainless appliances. Dine in elegance with panoramic ocean views. The living area flows to an expansive deck for seamless indoor-outdoor living. Shiplap Paneling and White Oak floors add warmth and texture. A private guest suite with full bath and pocket door completes the main level. The luxurious Master suite offers a sitting area, full bath with multi head shower, walk in closet, laundry and a private balcony. Two additional bedrooms share a full bath and enjoy Salt Pond vistas. The ground level provides a two-car garage, generous storage, and elevator access to all floors. Everything you've always wanted in a beach house is waiting for you. Start living the Salt Life today.

377 Atlantic Avenue, Westerly

$4,395,000
4 Beds 4 Baths 1422270 MLS
Set on nearly an acre in Newport's coveted Ocean Drive neighborhood, 124 Harrison Avenue is the personal home of acclaimed interior designer Ruthie Sommers, author of A Newport Summer, whose work has appeared in Architectural Digest, Town & Country, Veranda and House Beautiful. Designed as her own Newport retreat, this rare single-level residence offers four bedrooms, a new white-plaster saline pool, mature gardens and exceptional privacy. The completely renovated kitchen centers on a 10-foot island and features Miele appliances, Caesarstone counters, an Italian white onyx and marble cooking surround, and The Galley workstation sink. The reimagined living room features a raised ceiling and fireplace, while an adjoining sunroom overlooks the grounds. Custom Iksel and Nobilis wall coverings, curated lighting and beautifully renovated baths reflect Sommers' signature collected aesthetic. Outside, fenced grounds are anchored by a magnificent historic beech tree, sycamores, lindens, hydrangeas, expansive lawn and a new bluestone dining terrace. Extensive design plans envision a new primary suite, enlarged family room and Old Newport-style foyer, offering a thoughtful roadmap for future expansion.

124 Harrison Avenue, Newport

$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

$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

$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

$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 6 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

$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

$4,325,000
2 Beds 3 Baths 1421458 MLS
An extraordinary waterfront residence offered to market for the first time. An exceptionally rare offering, as part of a historic estate, with over 275 feet of shoreline , and uninterrupted panoramic views stretching for miles, the property is impeccably maintained for year-round enjoyment. This home captures breathtaking sunsets and sweeping water vistas from nearly every room. An open floor plan features soaring vaulted ceilings, refined millwork, and a striking stone fireplace connecting living and dining spaces. The chef's kitchen offers a center island, premium stainless appliances, and pantry. A wall of glass doors opens to a heated waterfront patio that that may enclose for all-season use. The outdoor kitchen with built-in grill,sink, refrigerator, and bar seating invites effortless entertaining by the water. The primary suite is a private sanctuary with water views, custom nautical built-ins, dressing room, and luxurious ensuite bath. A spiral staircase leads to a private office with commanding views and potential rooftop deck access. The guest suite includes an ensuite bath and private water-view deck. Refined details include a heated walkway, four-car heated garage, irrigation, and whole-house generator. The lawn sits steps from the water for swimming, kayaking, and boating, with mooring available. Nestled in coveted Rumstick Point, enjoy coastal living minutes from the Yacht Club and East Bay Bike Path with easy access to Providence and just over an hour to Boston.

343 Rumstick Road B, Barrington

$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

$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

$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

$4,295,000
4 Beds 4 Baths 1422761 MLS
Set along the edge of the Sakonnet River in Tiverton, this waterfront property offers a remarkable sense of privacy on 5.77 acres surrounded by mature trees and natural landscape. A long, winding driveway leads through the property before opening to expansive water views and the house beyond. With over 5,000 square feet of living space, the home was thoughtfully positioned to take advantage of the setting, with water views from nearly every room and an interior that at times feels as though it is sitting directly over the river. The layout includes 4 bedrooms, 4 bathrooms, multiple living areas, a game room, two gas fireplaces, central air conditioning, hurricane shutters, a generator, along with a new roof and recently updated deck. Large windows bring in consistent natural light while framing the changing views of the Sakonnet throughout the day. Outside, there is a private dock, open lawn space with room for a future pool, a gazebo overlooking the water, and a small barn that could lend itself well to use as a pool house, studio, or additional gathering space. The combination of acreage, waterfront, and privacy creates a setting that feels quiet and removed, while still being accessible to the surrounding coastal communities.

149 Nanaquaket Road, Tiverton

$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

$4,295,000
4 Beds 4 Baths 1416969 MLS
'Contremer', meaning against the sea in French, is a rare Watch Hill summer cottage offered for the first time in 68 years. Set at the end of a long private road within the Watch Hill Fire District, this 3,200 sq. ft. shingled coastal retreat captures the timeless ease of old Watch Hill, with 4+ bedrooms, 4 full baths, sun-filled whitewashed interiors, exposed beams, fireplaces, and an effortless indoor-outdoor connection. The home's south-facing setting directly overlooks the 10th fairway of the private Misquamicut Club, with the Atlantic Ocean beyond. From the covered porch, stone patio, and two view-facing balconies, one can take in the open sky, manicured fairways, salt air, and the distant sound of waves breaking along East Beach. It is a setting of privacy, serenity, and understated coastal beauty that is increasingly difficult to find. Long cherished by one family, Contremer now offers its next owners the opportunity to create their own lasting Watch Hill legacy. Just minutes away are the village's shops and dining, multiple white sandy beaches, boating from Watch Hill Harbor and the Pawcatuck River, and unmatched access for a premier New England resort destination: nearby Amtrak service, easy I-95 access to Boston, NYC, and the suburbs in between, plus a local jet-capable airport. No ferry. No bridge traffic. Just a peaceful coastal escape, beautifully positioned above the fairway and against the sea.

26 East Hills Road, Westerly

$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

$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

$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

$4,275,000
4 Beds 7 Baths 73576629 MLS
Sited at the tip of one of the coveted West Dennis Fingers, this renovated waterfront home offers unobstructed, 180-degree water views that capture the feel of looking out from the deck of your private ship. Designed in an L-shape to ensure quiet, view-filled spaces, the home is a true private sanctuary at the water's edge where you can watch the sunrise, sunset & passing boats against the backdrop of Bass River & Nantucket Sound. Deep-water dockage includes a 72-foot dock on the protected lagoon side, plus a rare license & permit for a second dock on the river side. Extensive updates over the last five years feature new steel framing, a brand-new kitchen, refreshed baths, new wood floors, HVAC, whole-house generator and a custom seawall. The flexible floor plan offers primary suites on both the main & upper levels, plus a dedicated guest wing. Complete with a spacious two-car garage, seaside fire pit, and seamless ocean access, this is an extraordinary opportunity to establish your family's Cape Cod legacy.

18 Wendy Way, Dennis

$4,250,000
4 Beds 5 Baths 73576453 MLS
This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don’t come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

22 Moonpenny Ln, Chatham

$4,250,000
7 Beds 8 Baths 1422195 MLS
A rare multigenerational estate minutes from beautiful beaches and Downtown Newport, designed to bring generations together in style. The main residence offers 6 bedrooms, 6.5 bathrooms, two expansive living rooms, a private office and a first floor suite, while a legal one-bedroom apartment above the heated two-car garage is ideal for extended family or guests. The chef's kitchen flows effortlessly out to the spacious mahogany deck, patio, outdoor kitchen, pool, hot tub and yard, making everyday living and grand scale entertaining feel easy. Custom millwork, coffered ceilings, gas fireplaces and refined finishes create warmth and timeless sophistication throughout. Upstairs, the primary suite is a private retreat with dual vanities, an oversized shower, soaking tub and dressing room. Integrated Sonos audio and a custom outdoor display keep the energy flowing from room to room and into the outdoor living spaces, while Lutron lighting and custom window treatments create the perfect ambiance at a touch. Professional landscaping, cobblestone edging and new fencing frame a private resort setting, where app controlled pool and spa systems make relaxation effortless. A whole home generator, hardwired security and basement waterproofing systems provide year round comfort and confidence. With Middletown resident beach privileges and Newport moments away, this is more than a home, it is a private family compound created for effortless living and unforgettable gatherings.

14 Kay Boulevard, Middletown

$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

$4,250,000
3 Beds 2 Baths 1421279 MLS
A truly rare opportunity to own a premier beachfront home in the coveted Sand Hill Cove enclave, one of Rhode Island's most treasured stretches of coastline. This exceptional offering is fully approved for a newly engineered 3-bedroom, 2-bathroom coastal home, providing a seamless and confident path to begin construction on a residence designed to maximize its extraordinary oceanfront setting. Perfectly positioned along the shoreline, the property showcases sweeping panoramic views across the sparkling waters of Narragansett Bay, with an ever-changing backdrop of breathtaking sunrises, golden sunsets, and unobstructed ocean horizons. Just steps from the sand and surf, the fully approved building plan presents a remarkable canvas for a bespoke waterfront retreat crafted to embrace the beauty, serenity, and drama of its surroundings. Imagine waking to the sound of rolling waves, enjoying morning coffee with uninterrupted ocean vistas, and entertaining against a backdrop of sea breezes and coastal splendor. Whether envisioned as an elegant year-round residence or an exclusive seasonal escape, this homesite delivers a lifestyle defined by luxury, privacy, and natural beauty, including stunning views toward Block Island.

Stanton Avenue, Narragansett

$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

$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

$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