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Featured Properties

28 Pineswamp Rd, Ipswich
$3,299,900
7 Beds ⋅ 8 Baths ⋅ 73574294 MLS
Privately sited on four magnificent acres, this extraordinary estate presents a rare combination of architectural distinction, impressive scale, and refined luxury. The residence artfully blends the timeless elegance of Greek Revival design with authentic Dutch Colonial character, creating a home of remarkable presence and enduring appeal. At its heart, a breathtaking two-story great room commands attention with a soaring stone fireplace and dramatic proportions, flowing effortlessly into an elegant bar and sunroom designed for memorable entertaining. The newly reimagined chef’s kitchen pairs sophisticated design with premium appliances, while beautifully appointed formal living and dining rooms showcase rich hardwood floors, intricate crown moldings, and exceptional craftsmanship throughout. A sun-filled screened porch captures coveted southern exposure, offering an idyllic setting for relaxed afternoons and intimate gatherings. Beyond, a private study overlooks the resort-inspired pool and year-round guest house, creating a serene connection between the home’s gracious interiors and its beautifully landscaped grounds. The upper level is anchored by an exceptional primary retreat featuring a bespoke spa-inspired bath and expansive dressing room, accompanied by additional bedrooms and a private guest suite. The finished lower level provides generous recreation and guest accommodations, while a separate two-bedroom in-law residence with a fire-placed living room offers exceptional versatility and privacy. Outside, mature specimen landscaping, handsome stonework, a charming gazebo, and thoughtfully designed grounds create a picturesque estate setting. New irrigation, a whole-home generator, and an extraordinary seven garage bays further distinguish this singular property—an exceptional offering created for sophisticated living, grand-scale entertaining, and an unparalleled sense of retreat.

28 Pineswamp Rd, Ipswich

Listing courtesy of Listing Agent: Kevin Fruh from Listing Office: Gibson Sotheby's International Realty.

1 Plymouth Rd., Winchester
$3,299,000
7 Beds ⋅ 8 Baths ⋅ 73585058 MLS
Ideally situated in one of Winchester’s most serene neighborhoods, this exceptional residence offers impressive scale, thoughtful design, and remarkable versatility in a quiet, peaceful setting. It also represents one of Winchester's best values, with tremendous square footage and an au-pair/in-law apartment. Surrounded by beautiful homes and a sense of established elegance, this is a property designed to feel both private and welcoming. Thoughtfully expanded and beautifully built, the home offers 7 bedrooms and 7.5 baths, with generous living spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, a stunning chef’s kitchen opens seamlessly to a dramatic fireplaced living room with soaring cathedral ceilings, creating a warm and inviting gathering space filled with natural light. There is also a family room, also with a fireplace and large picture windows, allowing for an abundance of sunlight. Explore further and you'll find a huge butler's pantry, a must-have feature in today's homes. There is also a wet bar with a beverage fridge. This is a home that has been very thoughtfully designed for how today's buyers actually live, but what truly distinguishes it is the flexibility of design. A private two-bedroom suite offers its own living area, office, wet bar, and full bath, providing an exceptional option for an au pair, extended stays, guests, returning college students or a more private living arrangement. The finished lower level adds even more space for recreation, fitness, entertaining, or simply spreading out. Beautifully proportioned rooms, exceptional functionality, and a serene neighborhood setting come together to create a home that feels substantial yet comfortable, sophisticated yet wonderfully livable. The natural light is exceptional, and outside, an oversized lot offers plenty of play space and a deck to hang out on. Just moments from Mullen Field, close to the town center and trains and an easy trip to Lexington or Cambridge, 1 Plymouth offers a rare opportunity to enjoy exceptional space and privacy in one of Winchester’s most sought-after neighborhoods.

1 Plymouth Rd., Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.

33 Pine Street, Dover
$3,299,000
5 Beds ⋅ 8 Baths ⋅ 73527821 MLS
This exceptional NEW PRICE brings your dream of luxury living within reach! Imagine living in one of Dover's most sought after locations, with generous square footage and brand new quality craftsmanship. Versatility is at the heart of this home's design on four finished levels. Perfect for those looking for low maintenance lifestyle and the enormous advantages that modern construction offers. The thoughtfully designed floor plan flows effortlessly to accommodate both grand-scale entertaining to comfortable everyday family living. The sun-drenched first floor showcases a premier chef's kitchen with an expansive island, wet bar, and two dining areas. The adjoining family and living rooms blend warmth and elegance with an inviting fireplace and custom French pocket doors.The ultimate retreat awaits upstairs in the 1,000 sq. ft. main suite, featuring a freestanding stone tub, double rain shower, and a dressing room with dual custom closets. Three stunning spacious additional ensuite bedrooms complete the second floor. Flexibility is key with a PRIVATE ENTRY FIRST FLOOR SUITE - ideal for extended family, guests, office, etc. Take advantage of the endless possibilities to tailor BOTH the already finished 4th floor and lower level to suit your lifestyle now or save for the future. Need a wine cellar, game room, kids playroom, home theater, extra living space, gym, or 2nd office? There's room for ALL of those and more. Don't need that much space right now? The 4th floor and lower level are on completely separate systems and can be shut off until needed. Use as little or as much as you need! This home offers designer curated finishes and meticulous attention to detail throughout! Set on a little over one acre with easy to maintain landscaping. Spacious 3 car attached garage. This is a great investment for a large, newly constructed home in a prime location near Dover's town center and major routes. For the savvy buyer who recognizes outstanding value and opportunity.

33 Pine Street, Dover

Listing courtesy of Listing Agent: Martin J. Keogh from Listing Office: Offices of Martin J. Keogh.

36 Troon Way, Mashpee
$3,295,000
5 Beds ⋅ 6 Baths ⋅ 73590837 MLS
Welcome to exceptional coastal living in the prestigious resort community of New Seabury. Set overlooking the 17th fairway of the renowned Ocean Course at The Club at New Seabury, this custom residence offers more than 5,000 square feet of thoughtfully designed living space, combining timeless comfort, sophisticated entertaining spaces, and sweeping golf course views. The heart of the home is the inviting main level, where the spacious kitchen w/ Wolf & Sub Zero appliances and breakfast area flow seamlessly into the dining room and sun-filled great room. Anchored by a gas fireplace and wet bar, the great room creates an ideal setting for both relaxed gatherings and effortless entertaining. The first-floor primary suite offers a private retreat with a comfortable sitting area and luxurious ensuite bath. A convenient laundry room and half bath complete the main level. Upstairs, four generously proportioned bedrooms provide exceptional accommodations for family and guests. Two bedrooms feature private ensuite baths, while the remaining bedrooms share a beautifully appointed full bath with double vanities, a soaking tub, and separate shower. The finished lower level expands the home's living and entertaining space with a large playroom, abundant storage, and direct walkout access to the pool. Outside, the beautifully maintained grounds provide a private setting to enjoy the quintessential New Seabury lifestyle, with the golf course as a stunning backdrop. An attached two-car garage adds everyday convenience to this exceptional property. Ideally situated within one of Cape Cod's most coveted communities, this is a rare opportunity to experience the best of New Seabury—where luxury, privacy, recreation, and coastal living come together. Please allow at least 24 hours’ notice for all private showings.

36 Troon Way, Mashpee

Listing courtesy of Listing Agent: Connor Gillen from Listing Office: Keller Williams Realty.

29 and 33 Lagoon Pond Road, Tisbury
$3,295,000
5 Beds ⋅ 4 Baths ⋅ 73554212 MLS
Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, investment potential, and an amenity that is nearly impossible to find in town with expansive parking. 33 Lagoon Pond Road is a newly constructed, thoughtfully designed three bedroom, three bathroom home where luxury meets sophisticated coastal charm. Featuring an open floor plan, a designer kitchen with quartz countertops, custom tile bathrooms, and seamless indoor-outdoor living, the home enjoys water views from the living room, bedrooms, and inviting front porch. A private backyard, spacious rear deck, and attached two car garage provide both privacy and convenience, while the property's impressive rental history adds outstanding investment appeal. Complementing the main residence is 29 Lagoon Pond Road, a beautifully renovated two bedroom, one bath cottage offering its own private retreat with a charming rear patio and outdoor shower. Ideal for extended family, guests, employee housing, or additional rental income, the cottage provides flexibility for a variety of ownership opportunities. A true standout feature of this offering is the oversized rear parking lot at 29 Lagoon Pond Road, accommodating approximately ten vehicles. Parking of this scale is exceptionally rare in downtown Vineyard Haven and significantly enhances the property's versatility. Whether you're seeking a family compound, an income producing investment, or a premier in town property with unmatched flexibility, 29 & 33 Lagoon Pond Road represent a truly one of a kind opportunity in downtown Vineyard Haven. Tenants in place. Showings are limited to turnover days - please inquire with listing agent.

29 and 33 Lagoon Pond Road, Tisbury

Listing courtesy of Listing Agent: Madelyn Silvia from Listing Office: Wallace & Co. Sotheby's International Realty.

7 Willow Circle, Mashpee
$3,250,000
4 Beds ⋅ 7 Baths ⋅ 73585642 MLS
Set behind the gates of Willowbend, one of Cape Cod's premier resort communities, this meticulously designed home offers the best of modern luxury in an unrivaled location. From the breathtaking interiors with designer finishes to the backyard oasis featuring a swimming pool, poolhouse, and summer kitchen, every detail was thoughtfully considered to deliver a rare and extraordinary lifestyle. Inside, beautiful hardwood floors and rich millwork are highlighted by natural light that pours in through oversized windows and glass doors that seamlessly connect to the pool terrace. Equally suited to casual living and grand entertaining, the eat-in chef's kitchen boasts professional-grade appliances, custom cabinetry, stunning natural stone countertops, and a butler's pantry. Offering the utmost comfort and privacy, the first-floor primary suite enjoys its own wing with vaulted ceilings, a spa-inspired bathroom, and two walk-in closets. A formal dining room, private office, and laundry area complete the main level. On the second floor, three well-appointed bedroom suites provide refined accommodations for all, while a second laundry area adds convenience. The finished lower level offers versatile bonus space for games and media, along with a full bathroom. In the backyard, an expansive stone terrace surrounds the dazzling pool and hot tub, creating a resort-inspired setting where days can be spent luxuriating without ever leaving home. The poolhouse effortlessly blends indoor and outdoor living, with folding glass doors that open to a covered patio with a built-in barbecue, while the interior is equipped with a kitchenette and full bath. Just a short walk or golf cart ride away, a private path offers easy access to Willowbend's five-star resort amenities, where members enjoy 27 holes of championship golf, tennis and pickleball courts, a fitness center, an Olympic-size swimming pool, fine dining, and more. Located minutes from the area's best shopping, marinas, and beaches, this exquisite home is waiting to be enjoyed.

7 Willow Circle, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

78 Manchester Road, Newton
$3,250,000
5 Beds ⋅ 6 Baths ⋅ 73582526 MLS
Completed, staged, photographed, and ready to be experienced. An aspirational Newton Highlands residence not to be missed, 78 Manchester Road is the Newton Highlands opportunity buyers have been waiting for. Exceptional new construction, offering a rare combination of sophisticated design, high-end custom finishes and the warmth of an established neighborhood. Filled with natural light and thoughtfully designed across four finished levels, including the lower level and finished upper level, this 5-bedroom, 5.5-bath residence offers beautifully proportioned living spaces, modern amenities and a private, fully fenced, level backyard. The magnificent chef’s kitchen anchors the main level with Thermador appliances, custom cabinetry and an expansive quartz island designed for gathering. Open living and dining spaces flow naturally to the patio and backyard, creating an easy connection between indoor and outdoor living. A main-level en suite bedroom provides wonderful flexibility for guests or a private home office. Upstairs, three en suite bedrooms include a serene primary suite with a beautifully appointed bath, soaking tub, radiant heated floors and a double-sink vanity. The finished lower level offers another bedroom and full bath, wet bar, recreation space and dedicated gym. The bright fourth level, filled with natural light from skylights, offers additional space to work, relax or play, along with abundant storage. A heated two-car garage and carefully considered details throughout complete this beautifully executed new home. The location is equally special. Follow the path across the street into Cold Spring Park for a morning walk or run, spend summer afternoons at Crystal Lake, visit the seasonal farmers market, or head into Newton Highlands Village for coffee, dinner and local shops. Lakewood Tennis Club is directly across the street, the Green Line provides easy access to Boston, and Newton’s highly regarded schools are all part of the vibrant community that makes Newton Highlands such a wonderful place to live. A rare opportunity to enjoy the beauty and ease of brand-new construction while becoming part of an established Newton neighborhood from day one.

78 Manchester Road, Newton

Listing courtesy of Listing Agent: Joelle Tomb from Listing Office: Engel & Volkers Wellesley.

1069 Horseneck Rd, Westport
$3,250,000
5 Beds ⋅ 7 Baths ⋅ 73572447 MLS
Set on high, this 17+/- pastoral estate is located in coveted South Westport. The exceptionally well-built shingled residence offers remarkable privacy, versatility, and the potential to create a true legacy family compound. Approached by a private lane, framed by ancient stone walls and mature plantings, the substantial home is impressively sited well beyond the flood zone. A gracious gallery foyer opens through French doors to a formal living room with custom built-ins and an elegant, banquet-size dining room. The chef’s kitchen features an expansive island, dual ovens and cooktops, and a wall of glass overlooking the sweeping grounds. At the rear, an expansive fireplaced great room offers multiple seating areas and casual dining area, with French doors opening to the spacious deck. A private office with built-ins, and adjacent bath, completes the main level. Upstairs, a generous landing leads to multiple bedrooms and baths, all enjoying tranquil pastoral views. The third floor is a retreat unto itself, with a spacious fireplaced living area, kitchenette, spa-like bath, and private balcony capturing dramatic views across the property. A detached indoor pool and pool house with bath and laundry, three-bay garage, and workshop complete this extraordinary offering. With potential for several additional lots, the property presents a rare opportunity for multi-generational living or the creation of a private family compound. Just minutes from white sandy beaches, conservation lands, and Westport’s shops and restaurants, this distinctive South Westport estate combines substantial construction, exceptional acreage, privacy, and possibilities for generations to come.

1069 Horseneck Rd, Westport

Listing courtesy of Listing Agent: William J. Milbury from Listing Office: Milbury and Company.

341 Highland St, Milton
$3,249,000
6 Beds ⋅ 4 Baths ⋅ 73589772 MLS
Grand 7.5 acre Estate in ideal Milton location. 341 Highland Street is tucked away at the end of a long, private approach and opens up to impressive grounds and a stately brick Colonial with circular driveway. The secluded 7.5 acres has a flowing combination of lawn, gardens & woodlands, including walking trails. The 6-Bedroom, 3.5-bath home starts with a grand entry foyer with ornate woodwork & a layout made for entertaining. A stunning combination of French- & pocket-doors for separation link the formal living and dining space with the Chef's kitchen that has radiant heated floors, countertop range, wall oven & banquet-style table made for gathering with family & friends. Storage is a standout, w/built-ins in nearly every room & flexible rooms on both first & second floors that work as an office or bedroom. Window bench seats in living room & primary suite are the spots to curl up with coffee & a book. Primary bedroom has en-suite bath & huge walk in changing room with plenty of windows. Heated sunroom brings in light year-round, two staircases add flexibility & a whimsical dollhouse room on the third floor is a bonus. Updates include 212 new Andersen Permashield windows, 200-amp electrical, a newer furnace & many more modernizations. Generous laundry room. Outside, a stone patio, play area, hot tub & fire pit invite fun for every season. A majestic dogwood anchors the gardens & trails that wind through the property creating the feel of a private mini Blue Hills trek. Over 1500 SF of unfinished basement offers room to finish. Concept plans for an in ground pool have been drawn up by a landscape design firm. Developers - there is potential to divide land into separate lots - subject to zoning and town approvals. Buyers to conduct their own due diligence.

341 Highland St, Milton

Listing courtesy of Listing Agent: Vineburgh / DiMella Team from Listing Office: Charlesgate Realty Group, llc.

19 Linden Ave, Belmont
$3,235,000
7 Beds ⋅ 6 Baths ⋅ 73578564 MLS
A prime Belmont location and refined private living come together in this magnificent residence set on a peaceful, tree-lined street in one of Belmont’s most desirable neighborhoods, with easy access to Cambridge, Harvard Square and Boston. Thoughtfully designed and expertly constructed, this sophisticated 4-level home blends timeless elegance, everyday functionality, and modern comfort. The main level features gracious formal living and dining rooms, a beautifully appointed open-concept kitchen with premium Thermador appliances, a breakfast area, a versatile meeting/flex room, and a generously sized wet bar designed for entertaining. The upper levels offer multiple luxurious bedroom suites, a private office, laundry, a spacious front porch extending across the width of the home, and a versatile recreation or flex space—creating a thoughtful balance of comfort, privacy, and functionality throughout. A legal private lower-level suite adds exceptional flexibility with its own kitchen, private living space, 2 bedrooms, multiple bathrooms, and laundry—well suited for multi-generational living, extended stays, guests, or au pair accommodations. Complete with a 2-car garage, spacious patio, and private backyard, this remarkable Belmont home offers inviting spaces for relaxation and entertainment. With convenient access to local schools, public transportation, shopping, dining, parks, this is a rare opportunity to enjoy luxury, versatility, and lasting livability.

19 Linden Ave, Belmont

Listing courtesy of Listing Agent: Nathan Long from Listing Office: Coldwell Banker Realty - Cambridge.

1245 Commonwealth Ave, Newton
$3,218,000
5 Beds ⋅ 6 Baths ⋅ 73583074 MLS
Perched high above Commonwealth Avenue, this beautifully renovated Colonial combines timeless character with the comfort and style of today. Set among mature trees, the property feels wonderfully private while enjoying one of Newton’s most sought-after locations. Thoughtfully renovated and revived by Newtons top builder, the home retains its old-world charm and architectural detail while offering a fresh, inviting layout for today’s lifestyle. The open kitchen features a large island with seating and plenty of room for a breakfast table, with a den or office just off the kitchen. A formal dining room provides an elegant setting for entertaining, while the fireplaced living room opens through a wall of windows to a bright sunroom overlooking the yard and patio. The spacious primary suite, added as part of the renovation, features a walk-in closet and beautiful full bath. Two additional bedrooms, including one en-suite, and another full bath complete the second floor. Two more bedrooms and a bath on the third floor provide wonderful flexibility for family and guests. Outside, the patio and private yard offer a peaceful setting surrounded by mature trees. With the Commonwealth Avenue path right outside your door for biking, walking, and enjoying the energy of Marathon Day. This is a special home in the Pierce School district, an ideal location that truly brings together character, privacy, space, and location. Close proximity to Boston and all Newton has to offer.

1245 Commonwealth Ave, Newton

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

2 Mallard Way, Gloucester
$3,200,000
6 Beds ⋅ 5 Baths ⋅ 73589077 MLS
Coastal Luxury for Every Season. Just a short distance from Good Harbor Beach, 2 Mallard Way offers an exceptional Cape Ann lifestyle in a beautifully updated 6-bedroom, 5-bath home. From magical fall walks along the shore to summer days by the sea, this is a place to savor coastal living year-round. Sun-filled interiors and hardwood floors welcome you home, while a brand-new gourmet kitchen makes everyday meals and memorable gatherings equally inviting. A beautifully appointed first-floor primary suite offers comfort and convenience. Begin your morning with coffee in the sun-drenched sunroom, opening to an L-shaped deck overlooking the gardens. As evenings grow cooler, settle beside the great room’s updated gas fireplace. Upstairs, a second primary suite features its own gas fireplace and private balcony with winter views of the beach, offering a peaceful retreat in every season. New landscaping and multi-level gardens reveal a changing palette of seasonal beauty, from blooming roses in summer to rich autumn hues and fall mums. Gather around a cozy fire pit beneath the covered pergola on cool evenings and listen to the waves at nearby Good Harbor Beach. A separate al fresco dining area invites leisurely summer dinners, while the outdoor shower offers a refreshing finish to beach days. When winter arrives, inviting interiors provide a warm haven after a brisk coastal walk, with views of the beach from your windows.

2 Mallard Way, Gloucester

Listing courtesy of Listing Agent: Ron Goulart & Jennifer Anderson from Listing Office: RE/MAX Beacon.

8 Oakmount Circle, Lexington
$3,200,000
5 Beds ⋅ 3 Baths ⋅ 73579127 MLS
One of Merriam Hill’s most admired properties, this distinguished 1922 Colonial Revival is set on over an acre in a tranquil setting overlooking “Granny” Pond, with beautiful views and memorable sunrises. Rich in architectural character and thoughtfully maintained over the years, the residence offers gracious proportions, 9-foot ceilings, exquisite period mouldings, handsome built-ins, and exceptional spaces for both everyday living and entertaining. A magnificent front-to-back living room serves as the heart of the home, with a fireplace, wall of built-in bookcases, vaulted ceiling, and beautifully detailed mouldings. The room opens seamlessly to a heated sunroom with sink and direct access to a private bluestone patio, extending the living space outdoors. The spacious kitchen offers tremendous flexibility, with a dedicated laundry area, work station, generous dining space beneath a distinctive turret like ceiling, and access to a wraparound deck. The elegant dining room features glass-front cabinetry, a butler’s pantry, and a folding door opening to the patio, creating an inviting setting for effortless summer entertaining.The expansive primary suite offers a fireplaced bedroom, full bath and a fireplaced private dressing room . Four additional bedrooms and a walk-up attic complete the second floor. The lower level features a knotty pine playroom with direct access to the rear grounds. A charming gardener’s cottage, attached to the 2 car garage, adds to the property’s unique appeal, versatility and possibilities.Surrounded by mature landscaping and exceptional outdoor spaces, this remarkable property combines the romance and craftsmanship of a bygone era with an enviable location. Just minutes from town center and within walking distance of all three schools, Cary Library, the Minuteman Bikeway, conservation and recreation areas, and major routes, this is a rare Merriam Hill offering of enduring character, privacy, and convenience.

8 Oakmount Circle, Lexington

Listing courtesy of Listing Agent: Lester Savage from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

30 Willowdale Rd, Winchester
$3,200,000
8 Beds ⋅ 7 Baths ⋅ 73577116 MLS
A rare expression of quality, craftsmanship, and enduring style, 30 Willowdale Road presents an exceptional opportunity to own a newly constructed residence in one of Winchester’s most coveted neighborhoods. Set on a beautifully proportioned, large and level lot, this remarkable home has been thoughtfully conceived to offer the space, sophistication, and effortless lifestyle expected of a truly exceptional property.From the moment you enter, the quality is unmistakable. Gracious proportions, refined architectural details, exceptional craftsmanship, and carefully curated finishes create a home designed not simply for today, but with a sense of lasting beauty that will transcend trends for years to come. Every space feels considered, polished, and substantial, with an elevated yet welcoming character throughout.At the heart of the home, a spectacular chef’s kitchen pairs custom finishes with premium Viking appliances, creating a beautiful gathering place for everyday living and entertaining. Expansive living spaces flow naturally from one to the next, equally suited to intimate evenings, holiday celebrations, and a house full of family and friends. 8 bedrooms and 6.5 baths provide extraordinary flexibility, privacy, and comfort, with abundant space for guests, home offices, fitness, recreation, and the evolving needs of modern life. Outside, the expansive level grounds are a luxury unto themselves, offering wonderful possibilities for outdoor entertaining, recreation, gardens, and the simple pleasure of having room to breathe. A two-car garage and the ease and efficiency of brand-new construction further enhance the lifestyle.Sophisticated without being showy and luxurious without sacrificing warmth, 30 Willowdale Road is the kind of home that feels exceptional today and will remain so for generations. A rare combination of location, land, craftsmanship, and enduring quality in a premier Winchester neighborhood.

30 Willowdale Rd, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.

18 Ridge St, Winchester
$3,200,000
5 Beds ⋅ 6 Baths ⋅ 73561372 MLS
Introducing 18 Ridge Street — a masterfully restored and reimagined Greek Revival residence where timeless architectural beauty meets elevated modern luxury. Set on a beautifully landscaped 20,654 sq ft lot, this exceptional 5-bedroom, 5 full and 1 half bath home offers over 5,295 square feet of exquisitely curated living space designed for both sophisticated entertaining and everyday comfort. From the moment you arrive, the home’s striking historical columns, wraparound porch, circular driveway, and natural stone detailing create an unforgettable first impression. Inside, every space has been thoughtfully crafted with premium finishes and custom design elements throughout. The showstopping chef’s kitchen features paneled Thermador appliances, a stunning La Cornue induction range, and a custom white oak island that seamlessly anchors the heart of the home. Formal and informal living spaces flow beautifully together, highlighted by exposed chimneys, restored 1800s double doors, multiple fireplaces, floor-to-ceiling windows, and rich hardwood flooring. The luxurious primary suite serves as a private retreat, complete with a tray ceiling, fireplace, spa-inspired bath with radiant heated floors, soaking tub, oversized custom shower, and an impressive walk-in closet with built-in island storage. Additional bedrooms offer ensuite and Jack-and-Jill bath configurations, while the finished third floor provides flexible living with cathedral ceilings, sitting area, and office space.Designed with entertainment and lifestyle in mind, the finished lower level features a custom movie theater, wet bar, wine room, and additional pantry storage. Above the detached two-car garage, finished bonus rooms with a full bath create the ideal space for a home office, gym, studio, or guest accommodations.Blending historic character with cutting-edge efficiency, the home has undergone an extensive structural rebuild and offers fully electric, energy-efficient living with multi-zone heat pumps, EV-ready garage spaces, radiant heated bathroom floors, Pella windows, and premium construction materials throughout. A rare opportunity to own a truly distinctive luxury residence in one of Winchester’s most sought-after neighborhoods.

18 Ridge St, Winchester

Listing courtesy of Listing Agent: Gayle Winters & Co. Team from Listing Office: Compass.

19 Llewellyn Way, Edgartown
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 73554803 MLS
Perfectly situated just moments from the bike path, Edgartown Village, and South Beach, this exceptional Edgartown compound offers the best of Vineyard living. The main house is filled with warmth and character, featuring soaring ceilings, exposed beams, and an inviting open living area centered around a custom stone fireplace. Thoughtfully designed and perfectly sited for privacy, the Casita offers a comfortable and welcoming retreat for family and guests. Beautifully manicured grounds and gardens overlook the picturesque fields of Morning Glory Farm, creating a serene backdrop and a true sense of tranquility. With town sewer available, the property offers the potential for additional bedrooms, providing even greater flexibility for future expansion. A rare opportunity to own a distinctive island compound in one of Edgartown's most convenient and desirable locations!Built in 2018, the guest house features exposed beams and cathedral ceilings in the open-concept kitchen and living area. The first floor also includes a den with porch access, a half bath with laundry, and interior access to an approximately 4-foot cement crawl space. Upstairs, the bedroom offers an ensuite bath and a private deck. Thoughtfully separated from the main house, the guest house also includes its own outdoor shower and dedicated parking area.

19 Llewellyn Way, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

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