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16 Common Street, Boston
$3,250,000
5 Beds ⋅ 4 Baths ⋅ 73578963 MLS
Extraordinary Location directly on the Training Field! Step into a piece of living history with this magnificent, single family masterpiece located in the heart of historic Charlestown. One garage parking space included! Originally constructed in 1800 as the legendary Old Salem Turnpike Hotel, this rare property seamlessly blends centuries of architectural heritage with the outstanding updates for sophisticated modern living. Boasting an impressive 3,578 square feet of meticulously maintained space, this grand 12-room estate offers an unparalleled lifestyle just across from the Training Field and minutes to downtown Boston. Boasting 4-5 Bedrooms and 4 full baths, plus a library, family room, and sunroom, it spreads comfortably across multiple stories. Expansive formal first floor living room, dining room, and gourmet kitchen! Enormous sun-filled yard is a gardener's paradise! Flexible floor plan for any lifestyle! This home retains its grand presence, timeless wood-siding exterior, and striking architectural character. Amazing intact wide-plank pine flooring throughout, plus multiple period fireplaces, one in almost every room! Perfect for New England winters. Situated on a generous 3,485 sq. ft. parcel, this home offers a rare blend of historic neighborhood charm and private outdoor space. Multi-zone heating and central air, plus premium updates throughout, ensure effortless comfort without sacrificing historic integrity. Located in one of Boston’s most coveted and historic enclaves, it offers top-tier convenience. Close to vibrant local dining, boutique shopping, and the historic Charlestown Navy Yard. Enjoy seamless access to the visual charm of gas-lit streets and quick transit to downtown Boston. This is a true once-in-a-generation legacy property. By appointment only.

16 Common Street, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.

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.

20 Cormorant Road, Truro
$3,250,000
5 Beds ⋅ 4 Baths ⋅ 73567790 MLS
Set in the coveted Shearwater Association of North Truro, this exceptional five-bedroom contemporary residence was thoughtfully designed by renowned architect Geiger-Phillips and offers sweeping Cape Cod Bay views and private association beach access. Inside, the light-filled, open concept main living area features vaulted ceilings, a wood burning fireplace and large glass sliders framing the impressive views. The primary suite is privately situated in its own wing and features an ensuite bath and additional views. Two additional bedrooms and a full bath are located off the main living area, while the lower level offers two more bedrooms and a full bath. A bonus room provides flexible space for a home office or creative studio. Outside, the property truly shines. The deck leads to the large pool and hot tub to create an inviting outdoor setting for summer entertaining and relaxed Cape Cod living. This property is a special opportunity to embrace the natural beauty of the Outer Cape in a spectacular setting.

20 Cormorant Road, Truro

Listing courtesy of Listing Agent: The Rose Kennedy Team from Listing Office: Gibson Sotheby's International Realty.

33B Merrill St, Newburyport
$3,250,000
3 Beds ⋅ 4 Baths ⋅ 73509420 MLS
Experience elevated coastal living in this exceptional NEW CONSTRUCTION residence in Newburyport. Thoughtfully designed to blend modern sophistication with timeless NE character, this home offers an effortless balance of elegance and convenience. The layout is ideal for both entertaining and everyday living. The living area flows seamlessly into the spacious kitchen and dining great room, where high-end appliances, custom cabinetry, and sleek designer countertops create a true culinary centerpiece. Premium finishes and meticulous craftsmanship throughout, including solid oak HW floors, designer lighting,and spa-inspired baths. Designed for efficiency, the home features energy-efficient systems and superior insulation, delivering year-round comfort and sustainability. Ideally located just moments from the City’s renowned restaurants, boutique shopping, waterfront parks, and vibrant coastal lifestyle. NBPT's historic charm is well known. Opportunities to own a brand-new home are not!

33B Merrill St, Newburyport

Listing courtesy of Listing Agent: Krissy Ventura from Listing Office: RE/MAX Bentley's.

9 Booth Ct, Ipswich
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 73482525 MLS
Discover the remarkable community of Turner Hill, where luxury living comes to life. Nestled within the prestigious Turner Hill Country Club, this idyllic location offers an unparalleled lifestyle with 5 exclusive lots and 5 custom architectural designs to choose from. A standout opportunity awaits at 9 Booth Court. This particular lot is uniquely positioned to offer sweeping, panoramic views to the north and east, providing a breathtaking natural backdrop for your new home. Each residence features high-end standards, including a cozy gas fireplace, a deck with a dedicated gas line for grilling, and a garage equipped for EV charging. You’ll find timeless hardwood flooring throughout a seamless open floor plan, complemented by a three-car garage and a generous stainless steel appliance allowance. Elevate your build further with custom options like enchanting balconies or a tranquil screened-in porch. Experience the elevated Turner Hill lifestyle at 9 Booth Court.

9 Booth Ct, Ipswich

Listing courtesy of Listing Agent: Candice Fontas from Listing Office: Engel & Volkers By the Sea.

71 Walpole St, Dover
$3,249,990
5 Beds ⋅ 7 Baths ⋅ 73597500 MLS
New 2026 construction in Dover, designed with intention from the ground up. A gracious gallery entry with soaring ceilings & crown molding sets an elegant tone, leading into formal living & dining rooms, a first-floor office & full bath — a layout built for everyday living & entertaining alike. The rear wing opens to a chef's kitchen — fully custom cabinetry, a butler's pantry, sun-filled breakfast nook & top-tier appliances — overlooking a large, private rear yard & anchored by a generous family room. Upstairs, four ensuite bedrooms include a primary suite with a hotel-caliber bath, custom dressing room & private lounge; secondary bedrooms feature built-in closet systems for effortless storage. A dedicated laundry room offers custom cabinetry throughout. The top floor adds a guest suite & flexible bonus rooms, ideal for a home gym, media space or playroom. The finished lower level continues the theme with a media room, gym & full bath. A three-bay garage & sweeping front & rear yards complete the exterior. Bespoke millwork, layered accent lighting & premium finishes throughout. Full spec sheet of upgrades available on request. Private showings by appointment.

71 Walpole St, Dover

Listing courtesy of Listing Agent: The Elle Group from Listing Office: eXp Realty LLC - Corporate Office.

78 Manchester Road, Newton
$3,249,000
5 Beds ⋅ 6 Baths ⋅ 73596403 MLS
Set on one of Newton Highlands’ prettiest streets, across from a private tennis club and steps from Cold Spring Park, the new construction residence at 78 Manchester Road sits in a neighborhood of charming homes. Locations like this, with easy access to Newton Highlands Village, Newton Centre, Whole Foods and so much more, rarely come with new construction, and this home was designed to belong here. The interior offers about 4,650 square feet over four finished levels, with 5 bedrooms, each with its own en-suite bath, and 5.5 baths in total. From the moment you step inside, the intentional craftsmanship is clear. The entry has fully paneled walls with integrated paneled doors, custom cubbies, and classic checker-patterned tile that transitions into herringbone white oak floors running across the entire main level. At the heart of the main level is a chef’s kitchen with custom cabinetry, a Taj Mahal waterfall island and full-height backsplash, a paneled Thermador appliance package with 36" range, and a pot filler. The kitchen opens to the dining area and to a family room anchored by a porcelain-tiled linear fireplace. A large Pella slider leads to the patio and a level, fully fenced, irrigated backyard. A large heated two-car garage and a main-level en suite bedroom that works equally well as a guest suite or private office round out the first floor. Upstairs, glass railings frame the oversized stair windows, and three en suite bedrooms include a primary suite with a sharp accent wall, an oversized custom closet with toe-kick lighting, and a spa-inspired bath. The bath has radiant heated floors, a curbless shower with a backlit niche, a soaking tub, and a 10’ custom double vanity. The finished lower level adds a fifth en suite bedroom, an entertainment space, a wet bar with backlit shelving, and a dedicated gym. The skylit top floor is bright, flexible space for play, work or media. The quality extends past the finishes. The home has an engineered drainage system, 6-zone heat pump HVAC, 400-amp service, an EV-ready garage, spray-foam insulation with added sound insulation, and radon mitigation. Morning runs in Cold Spring Park, tennis at Lakewood Tennis Club across the street, summer afternoons at Crystal Lake, dinner in the Village, and Newton’s highly regarded schools. This is refined luxury with the ease of brand-new construction, in an established neighborhood.

78 Manchester Road, Newton

Listing courtesy of Listing Agent: Lior Rozhansky from Listing Office: Keller Williams Realty Evolution.

75 Franklin Street, Provincetown
$3,249,000
3 Beds ⋅ 4 Baths ⋅ 73592552 MLS
Pool days, outdoor dinners, and evenings by the fire—this West End home brings it all together, tucked behind a front yard of lush, mature plantings. The backyard centers on a heated saltwater pool with hot tub and cold plunge and a granite dining table with fire feature. Inside, vaulted ceilings, new hardwood floors, and designed lighting frame an expansive living area, with a wall of glass opening to the outdoors. The reimagined kitchen offers dramatically veined natural stone counters, luxury appliances, and an oversized island, with a nearby office. Three bedrooms and 3.5 baths include two primary suites, each with a steam shower. The main-level suite opens to the yard; a guest bedroom, half bath, and mudroom complete the floor. Upstairs, the larger primary suite adds a den and private deck. The finished ground floor offers a full bath, gym, guest overflow, and ample storage. From a quiet morning by the pool to a full house for dinner, there's room here to enjoy Provincetown.

75 Franklin Street, Provincetown

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.

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.

12 Valley Road, Lexington
$3,249,000
6 Beds ⋅ 7 Baths ⋅ 73568799 MLS
Pre-construction offering by VS Construction, this exceptional residence offers over 5,600 sqft of thoughtfully designed living space with six bedrooms, five full and two half baths. The main level offers a dramatic open concept designed for everyday living and entertaining, featuring a spacious chef’s kitchen with custom cabinetry, an oversized island and large butler’s pantry, open dining area, and expansive living room with fireplace and direct access to the outdoor living space. Two en-suite bedrooms, a powder room, and a complete laundry room with ample storage and rinse sink round out the main level. The lower level provides versatile living and guest accommodations, complemented by a mudroom and patio. The upper level features two en-suite bedrooms including a spacious primary suite with spa-inspired bath, a pair of walk-in closets, and a balcony perfect for enjoying the sunrise or sunset. Complete with a three-car garage, elevated finishes, and thoughtful craftsmanship throughout, this residence offers a sophisticated and distinctly livable approach to new construction in one of Massachusetts's most sought after communities.

12 Valley Road, Lexington

Listing courtesy of Listing Agent: Acone & Company Team from Listing Office: Darwin Associates.

3 Goldenrod Court, Nantucket
$3,225,000
5 Beds ⋅ 5 Baths ⋅ 73574395 MLS
5 Bedroom/4.5 Bathroom Now Available & Move In Ready! Introducing Phase 3, the final opportunity to own at Sandpiper Place II. 3 Goldenrod Court features high-end finishes throughout, including wide-plank hardwood floors, custom millwork, and a chef’s kitchen with premium appliances, upgraded countertops, and custom cabinetry. The open-concept layout is ideal for entertaining. The finished lower level offers a great room, bedroom, full bath, and optional kitchenette. Sandpiper Place II is a 36-home community just ~2 miles from Nantucket Town with easy access to beaches. Amenities at The Landing clubhouse include a heated pool, fire pit, outdoor kitchen, putting green, fitness center, and indoor/outdoor gathering spaces. Showings by appointment with 24-hour notice. Furnished options available. Images may reflect model home.

3 Goldenrod Court, Nantucket

Listing courtesy of Listing Agent: Janice Dumont from Listing Office: JD Advisors, Inc.

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.

56 Dow Rd, Hollis
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 73599785 MLS
EXTRAORDINARY LUXURY. TIMELESS ELEGANCE. UNPARALLELED CRAFTSMANSHIP. Welcome to 56 Dow Road, an architectural masterpiece nestled on 3.34 private acres along one of Hollis’ most picturesque roads, just minutes from the Massachusetts border. A stately cobblestone entrance, historic stone walls, and manicured grounds introduce over 8,700 sq. ft. of exceptional living space where sophistication meets impeccable design. Step inside a breathtaking 30-foot grand foyer showcasing a sweeping mahogany staircase and magnificent custom chandelier. Exquisite millwork, coffered ceilings, rich birch flooring, custom built-ins, and five beautifully appointed fireplaces create an atmosphere of refined elegance. The award-winning gourmet kitchen is a culinary masterpiece featuring premium Wolf and Sub-Zero appliances, abundant cabinetry, walk-in pantry, and a stunning sun-filled circular dining area. Gracious formal living and dining rooms, an elegant library, and thoughtfully designed gathering spaces offer effortless entertaining. Retreat to the magnificent primary suite featuring a private sitting room, fireplace, and spa-inspired bath with radiant heated floors, steam shower, and soaking tub. Additional ensuite bedrooms provide exceptional comfort and privacy. A spectacular 1,400 sq. ft. bonus room offers endless possibilities, complemented by an executive office, professional fitness studio, and home theater. Outdoors, discover a resort-inspired setting with expansive stone patios, an outdoor fireplace, built-in grill, and breathtaking sunset views. A charming detached barn/art studio, four-car garage with mahogany doors, and exceptional architectural details complete this remarkable estate. A RARE OPPORTUNITY TO EXPERIENCE LUXURY LIVING AT ITS FINEST!

56 Dow Rd, Hollis

Listing courtesy of Listing Agent: Mariana Silva from Listing Office: Invest Realty Group.

67 Moody St, Newton
$3,200,000
6 Beds ⋅ 6 Baths ⋅ 73599514 MLS
Looking for the perfect place to call home this holiday season? You've just found it! Welcome to an exceptional new construction residence in the heart of Chestnut Hill, where timeless elegance meets modern luxury. Thoughtfully designed with nearly 5,000 sq. ft. of living space, this stunning home showcases exquisite millwork, soaring ceilings, white oak floors, and beautifully curated finishes throughout. An elegant dining room sets the stage for memorable gatherings, while the sun-filled living room features a striking fireplace and sophisticated architectural detailing. The chef's kitchen impresses with custom cabinetry, premium FORNO Espresso appliances, an oversized stone island, and seamless flow into an inviting family room with a contemporary fireplace. A private first-floor office with its own bathroom offers the perfect work-from-home retreat. Featuring 6 bedrooms, 5.5 baths, and a two-car garage, this residence offers exceptional versatility. Ideally situated just off Route 9, minutes from the Longwood Medical Area, with convenient access to the Route 60 bus and Longwood shuttle connections. Enjoy proximity to Life Time Fitness, Chestnut Hill Mall (0.4 mi), Newton Centre T Station (1.2 mi), Hammond Pond Reservation (1.3 mi), and Crystal Lake (1.8 mi). An exceptional combination of luxury, location, and lifestyle. Your next chapter begins here!

67 Moody St, Newton

Listing courtesy of Listing Agent: Katya Malakhova from Listing Office: William Raveis R. E. & Home Services.

16 Old Dunhams Corner Way, Edgartown
$3,200,000
3 Beds ⋅ 4 Baths ⋅ 73586583 MLS
The one you have been waiting for! Originally reimagined to be the owners forever home, this turnkey Katama gem is now ready for its next chapter. No expense or detail was spared in the magnificent, top-to-bottom transformation of this comfortable 3-bedroom, 4-full-bath Cape. From the thoughtful finishes to the seamless layout, every inch of this home has been lovingly updated to offer the ultimate blend of comfort and modern living. A spectacular custom built three season room --complete with a cozy fireplace--is the perfect place to entertain or just unwind and enjoy the incredible professionally landscaped grounds. The 37,000 ft, lot is surrounded by serene conservation land, ensuring privacy and beautiful, blooming views from every single window. Close to South Beach, this exceptional property is the perfect vacation home. Don't miss this chance to make it yours!

16 Old Dunhams Corner Way, Edgartown

Listing courtesy of Listing Agent: Bernard Starr from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

281 Concord Ave, Cambridge
$3,200,000
3 Beds ⋅ 4 Baths ⋅ 73579563 MLS
Located off Harvard Square in West Cambridge, this dramatic contemporary residence is defined by exceptional volume, natural light, and seamless indoor-outdoor living. The main living area is entirely at ground level, with zero stairs required, and a primary suite on each level—offering exceptional flexibility for multigenerational living. Soaring ceilings of approximately 14 feet and a long wall of south-facing windows create an extraordinary sense of scale and light. The kitchen, dining, and living spaces flow together and open directly to a private rear garden patio, creating a peaceful, Zen-like setting and a generous indoor-outdoor space for entertaining. Inside, warm natural materials are layered with moody, saturated color. A dramatic glass wall along the staircase and upper hallway, complemented by skylights above, draws light deep into the home and creates a striking transparency between levels. Expansive yet intimate, the home combines dramatic architectural volume, flexible living, and a peaceful connection to the garden. Originally gut-renovated in 2016 and thoughtfully converted to residential use in 2026.

281 Concord Ave, Cambridge

Listing courtesy of Listing Agent: Edmund Wong from Listing Office: New Year Realty.

168 Centre St, Dover
$3,200,000
4 Beds ⋅ 4 Baths ⋅ 73578734 MLS
Introducing Stonewall Farm! An incredible opportunity to own this often admired equestrian estate in the heart of horse country! Enjoy the long private drive which leads to 8 private acres of beautifully manicured lawns, an abundance of colorful gardens, a wonderful brick patio overlooking the koi pond and for our equine friends, multiple paddocks. Be greeted by the charm and warmth of this classic four bedroom colonial as you enter the gracious foyer. A very thoughtful design blends both elegant and casual light filled living spaces perfect for family and entertaining. Renovations reflect a very high standard of workmanship and quality throughout. Features include a formal living room and dining room with fireplaces, gourmet kitchen with cozy breakfast area, family room and sunroom opening to patio, plus a wonderful primary suite and 3 generous bedrooms. Two stall barn with tack room and loft. Fabulous turnout! Run-in shed, automatic waterers and more. Direct access to the incredible Dover trail system. Ample opportunities for the non-equestrian await - bring your imagination and make this pastoral setting a dream come true!

168 Centre St, Dover

Listing courtesy of Listing Agent: The Bohlin Group from Listing Office: Compass.

30 Willowdale Rd, Winchester
$3,200,000
8 Beds ⋅ 7 Baths ⋅ 73577116 MLS
$50,000 BUYER INCENTIVE!!! Our seller is offering buyers a $50K credit to be used as you want. Buy down your mortgage rate, order upgrades, pay closing costs. Choice is yours! 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.

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..

1632 Canton Ave, Milton
$3,200,000
5 Beds ⋅ 5 Baths ⋅ 73511555 MLS
Set off a lovely cul-de-sac, surrounded by woodland and sky, this restored Greek Revival offers grace, modern sustainability, and space for you and yours. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed: a quiet workhorse. A glass-walled garden room with fireplace and woodland views offers needed stillness. A bluestone terrace flows to the private trailhead into the Blue Hills Reservation: 7,000 acres for hiking or exploration. Modern systems — geothermal heating/cooling, solar array, and EV charger — reflect a commitment to sustainability. On 2+ acres of natural beauty, find privacy and peace without sacrifice: the commuter rail, Rts 128/95, Logan Airport within easy reach. Access to Milton's public and the area’s prestigious independent schools makes the address practical and inspiring. This is where sophistication and sanctuary meet.

1632 Canton Ave, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

92 Indian Trail, Chatham
$3,200,000
3 Beds ⋅ 3 Baths ⋅ 73457239 MLS
Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living.This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted setting within a friendly association that features an association dock on Bucks Creek, complete with kayak storage and a picnic area—ideal for effortless days on the water. The home is enhanced by EV charging station and owned solar, offering exceptional energy efficiency and savings. Thoughtfully designed, light-filled, and meticulously cared for, it is truly a delight to show. Come experience the charm, serenity, and coastal lifestyle this Bucks Creek gem has to offer. An abutting property, 78 Indian Trail, is availbale for sale at $2,800,000.

92 Indian Trail, Chatham

Listing courtesy of Listing Agent: Judith Smith from Listing Office: John C. Ricotta & Associates, Inc..

19 High Ridge Dr, Mattapoisett
$3,200,000
6 Beds ⋅ 9 Baths ⋅ 73353931 MLS
Located in the prestigious Bay Club of Mattapoisett, this exceptional 10,000 sq ft custom estate offers refined living across four expansive levels. Built by Bishopric Builders, the home features six bedrooms, ten bathrooms, three wood-burning fireplaces, and two staircases. Resort-style amenities include a saltwater pool with pool house and hot tub, gym and sauna, candlepin bowling alley, and lush landscaped grounds with specimen trees. The main level showcases a gourmet kitchen with top-tier appliances, family room with fireplace, butler’s pantry, formal living and dining rooms, two offices, sunroom, and den with wet bar. French doors open to a bluestone patio and pool. The primary suite offers a private balcony, dual baths, and walk-in closets. Five additional ensuite bedrooms provide comfort and privacy. The lower level offers exceptional entertainment space with billiards, putting green, and bowling.

19 High Ridge Dr, Mattapoisett

Listing courtesy of Listing Agent: Joanna Dresser from Listing Office: LandVest, Inc..

90 Mountwood Rd, Swampscott
$3,199,900
5 Beds ⋅ 9 Baths ⋅ 73565267 MLS
What if home felt like your own private resort? Set on nearly 2 private acres in Swampscott's Olmsted Historic District, 90 Mountwood offers an extraordinary lifestyle rarely found this close to the coast and Boston. At the heart of the property is a spectacular year-round pool house featuring a heated saltwater pool, gym, sauna, billiard/game room, kitchen, pizza oven, fireplace and walls of glass opening to the grounds. Outside, a basketball/tennis/pickleball court, outdoor kitchen, patios and beautifully landscaped grounds create endless opportunities to entertain, unwind or stay active without ever leaving home. The expansive main residence offers a chef's kitchen, dramatic living and gathering spaces, multiple fireplaces, luxurious bedroom suites and a finished lower level providing exceptional flexibility for guests, recreation, work or extended living. A 3-car garage completes this remarkable property. More than a home, this is a private recreation, wellness and entertainment retreat just minutes from Swampscott's beaches, restaurants and commuter rail.

90 Mountwood Rd, Swampscott

Listing courtesy of Listing Agent: The Lopes Group from Listing Office: J. Barrett & Company.

15 Lafayette Cir, Wellesley
$3,199,000
5 Beds ⋅ 5 Baths ⋅ 73592739 MLS
New construction by an esteemed local builder, tucked on a quiet cul-de-sac in the Hardy/Fells neighborhood, close to the new Hardy Elementary School, Wellesley Center, the commuter rail and town trails. Warm white oak floors run throughout, under ten-foot ceilings on the first floor and nine-foot ceilings upstairs and down. The kitchen is built for real cooking and easy gathering: a waterfall island, a pot filler, Bosch Benchmark column refrigerator and freezer, an induction range, a drawer microwave and a wine fridge, all open to the family room and its fireplace. A study, dining room, mudroom and powder room round out the first floor. Upstairs, the marble primary suite is a true retreat, with his-and-hers closets, a freestanding soaking tub and radiant heat underfoot. A second bedroom comes with its own bath, and bedrooms three and four share a hall bath with a double vanity, with laundry on the same floor. The finished lower level adds a family room, a gym, a fifth bedroom and a full bath. Heat pumps, 400-amp service and spray foam insulation keep every room comfortable, and Hardie siding with ice-and-water shield over the entire roof means easy upkeep. Nest thermostats, a video doorbell and keyless entry add smart-home ease, and the heated garage comes with a Level 2 EV charger. Out back, bluestone terraces and a stone seating area with built-in benches sit within lit, irrigated, professionally designed gardens, made for long summer evenings and cool fall nights.

15 Lafayette Cir, Wellesley

Listing courtesy of Listing Agent: Elke Cardella from Listing Office: Compass.

89 Parker Avenue, Newton
$3,199,000
6 Beds ⋅ 6 Baths ⋅ 73577735 MLS
Stunning new construction Modern Tudor in Newton South offering 6 bedrooms, 5.5 baths, and a 2-car garage. This thoughtfully designed home blends timeless character with elevated luxury finishes throughout. The walnut kitchen anchors the open-concept layout and features a premium Thermador appliance package, while herringbone floors flow seamlessly across the main living spaces. The living room is highlighted by a striking curved fireplace and dramatic tray ceiling, creating a warm yet sophisticated focal point. A custom mudroom provides everyday function, complemented by a stylish powder room and exceptional attention to detail. Custom built-ins are beautifully integrated across multiple spaces. Upstairs, the primary suite is a true retreat with a curved tray ceiling, oak-paneled walls, and a spa-like bath with soaking tub and curbless shower. Ideally located near Newton Centre, Route 9 dining/shopping, and easy access to I-95.

89 Parker Avenue, Newton

Listing courtesy of Listing Agent: O & C Homes Team from Listing Office: William Raveis R.E. & Home Services.

5 Sunset Ridge, Lexington
$3,195,000
6 Beds ⋅ 7 Baths ⋅ 73593494 MLS
Scandinavian hygge meets extraordinary design in this stunning Follen Hill Colonial. Taken down to the studs and completely rebuilt in 2022, this home is all about light, warmth, and incredible spaces. Soaring ceilings and walls of windows bring the outdoors in. The U-shaped kitchen is a showstopper, with an oversized window overlooking the woods, abundant cabinetry, and storage galore. A beautifully designed mudroom keeps everything organized. The great room is spectacular, with sky-high ceilings, endless windows, and a two-sided fireplace connecting a cozy sitting area or office. A sun-filled art studio is another favorite space. The dining room currently doubles as a music room, while a first-floor bedroom and full bath offer flexibility. Upstairs, the primary suite has its own sitting area, beautiful bath, and rows of closets. Even the landing has a purpose, currently serving as a yoga studio! Three additional bedrooms are all ensuite, including one with a fun private sitting area. A second staircase adds convenience. The finished lower level offers incredible possibilities, with a kitchen area, bedroom, spacious living area, gym, and gaming room. It's almost a home within a home! Add a three-car garage, a gorgeous wooded setting, and easy access to Wilson Farm and Route 2. Every room has been thoughtfully designed, yet nothing feels overdone. This is a home that manages to be both impressive and incredibly inviting. Follen Hill at its finest!

5 Sunset Ridge, Lexington

Listing courtesy of Listing Agent: Beth Sager Group from Listing Office: Keller Williams Realty Boston Northwest.

16 Rockland Street, Wellesley
$3,195,000
5 Beds ⋅ 5 Baths ⋅ 73584717 MLS
This exceptional new construction home offers a timeless blend of classic architecture and refined craftsmanship. Every detail has been thoughtfully considered, from the warm white oak floors and custom millwork to the graceful moldings and designer finishes found throughout. The chef's kitchen is anchored by a substantial center island and outfitted with custom cabinetry and quartz countertops, opening gracefully into a fireplaced family room bathed in natural light from soaring windows. Each bathroom is finished with distinctive detail, including a striking quartzite sink in the powder room. The primary suite is a true retreat, with a spa-inspired bath offering a soaking tub and steam shower. The lower level rounds out the home with a gym, playroom, and wet bar — ideal for both everyday living and entertaining. Set in a wonderfully convenient location, every amenity is just moments away.

16 Rockland Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

349 Old Stockbridge Rd, Lenox
$3,195,000
34 Beds ⋅ 31 Baths ⋅ 73518284 MLS
Rare 16.76± acre contiguous institutional campus and redevelopment opportunity in Lenox, MA, in the heart of the Berkshires. Anchored by Overlee, a historic 1903 estate, the property includes multiple buildings with 32 dormitory-style bedrooms, classroom and administrative space, dining facilities, shared common areas, and a large gymnasium. Existing infrastructure includes internal roadways, parking, public water, sprinkler systems, mixed heating, and up to 600 amp electrical service. Also included is a 1,826 SF residence on 4.74± acres across three contiguous parcels offering additional flexibility. Currently operated as an educational campus, the property offers compelling long-term potential for institutional, residential, wellness, medical, hospitality, or mixed-use concepts. Buyers to conduct due diligence.

349 Old Stockbridge Rd, Lenox

Listing courtesy of Listing Agent: Selina Lamb from Listing Office: Birch Properties.

214 Sandwich St, Plymouth
$3,190,000
5 Beds ⋅ 4 Baths ⋅ 73559499 MLS
Waterfront Estate — 3 Acres, one mile from downtown Plymouth. This rare waterfront estate offers scale, privacy, and sweeping harbor views. The property features a 5,800 sq ft main home with a four-car garage, a 1,100 sq ft guest/pool house, a tennis court, and a swimming pool.The main residence has been stripped to the studs and reconfigured to maximize water views — offering a strong foundation for renovation or new construction. Recent lot line adjustments provide approximately 2 buildable acres. Additional features include gas heat, town water/sewer, and a fully permitted dock. With over 400 feet of waterfront between Boston and Cape Cod, this is a rare opportunity to create a premier South Shore estate.

214 Sandwich St, Plymouth

Listing courtesy of Listing Agent: Nick Rivers from Listing Office: Compass.

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