Feature Properties

Stunning waterfront home in Squantum with sweeping ocean views from nearly every room. Defined by its nautical charm and breathtaking waterfront setting, this exceptional residence offers 7 bedrooms, 7 full baths, 2 half baths, a private office, media room, and a 3-car garage. Sun-filled living spaces, soaring ceilings, warm wood floors, and a custom kitchen with sleek cabinetry and high-end appliances create a perfect blend of comfort and luxury. Set directly on the water in Quincy’s premier coastal neighborhood, just moments from marinas, beaches, waterfront walks, and with easy access to Boston.

156 Crabtree, Quincy

Listing courtesy of Listing Agent: Joe Karam from Listing Office: Northeast Development & Investment, Inc..

$5,627,000

9 Beds ⋅ 6 Baths ⋅ 73469901 MLS

Once-in-a-lifetime opportunity in Olde Chestnut Hill - this grand turn of the century victorian home is situated on almost 1 acre and offers mature trees and plantings, a large private back yard, and a separate 2+ car barn. Walking distance to many area amenities and public transportation, this elegant home is perfectly sighted away from the street and offers supreme privacy. Many restored historical details include a formal foyer with grand staircase, multiple fireplaces, and reclaimed hardwood flooring. Flooded with natural light this gracious home offers a large eat-in kitchen that overlooks the back yard, a banquet sized formal dining room, and a double parlor that is ideal for entertaining. The second floor of the home is complete with 4+ bedrooms, including a bright primary bedroom with en suite bath and study. The top floor boasts 3+ bedroom, large laundry room. Abundant storage throughout, partially finished basement, plus an outdoor covered loggia in the heart of Chestnut Hill

394 Hammond St, Newton

Listing courtesy of Listing Agent: Michael Harper from Listing Office: Coldwell Banker Realty - Boston.

$5,595,000

6 Beds ⋅ 7 Baths ⋅ 73571648 MLS

Presenting this exemplary redesign of classic shingle-style architecture on the crest of Nashawtuc Hill. This spectacular 6+ bedroom home w/ 1 BR/1ba carriage house sits on 1.2 acres with a level yard, terraced gardens and field. Peaceful & private with views for miles. Originally designed by award-winning local architect then updated 2026 by premier local builder, exhibiting top-tier materials, superior design and impeccable condition throughout. Off the quiet Common, the driveway flanked by stone pillars and walls leads to a welcoming, landscaped entrance. Updated bathrooms throughout, brand new kitchen with center island, high-end appliances, sunny breakfast area, butler’s pantry, and bar. Spacious primary suite with stunning bath and dual walk-in closets. Architectural details at every turn including custom built-in bookshelves, arched doorways, solid core doors and upgraded millwork. Oversize windows, a screen porch and French doors leading out to both patio and garden areas, abundant sunshine and connection to outdoors. Heating and cooling systems thoughtfully engineered for efficiency and comfort . Elevator. 3-car garage. Proximity to train, town center shopping, trails, & river access.

49 Willard Common, Concord

Listing courtesy of Listing Agent: Abby & Emmy White Team from Listing Office: LandVest, Inc., Concord.

$5,500,000

7 Beds ⋅ 8 Baths ⋅ 73574029 MLS

Exceptional space. Endless flexibility. Designed for the way families live today. Set on a private .73-acre lot in one of Lexington’s most coveted neighborhoods, this remarkable estate offers over 10,500 SF of thoughtfully designed living space w/ 7 beds & 7.5 baths, and a set of amenities that include a private home office, custom theater, game rooms, gym, sauna, yoga room, pet washing station, heated pool, full outdoor kitchen, fire pit lounge & basketball court. An ideal opportunity for multigenerational living, the home provides the space & flexibility to accommodate extended family, adult children, an au pair or long-term guests allowing everyone to live together while maintaining privacy & independence. A dramatic two-story foyer w/ arched windows opens to formal living & dining rooms and an expansive open-concept kitchen/family room w/ oversized center island & professional-grade appliances. The luxurious primary suite features a marble bath, soaking tub, oversized shower & boutique-style dressing room w/ changing area and dedicated shoe & accessory closets. Multiple living & recreation spaces throughout the home create endless possibilities for separate family areas, work-from-home spaces & private retreats. Additional features include expansive stone patios & mature fenced grounds. A mudroom w/ built-ins & attached 3-car garage complete a truly versatile home designed to bring generations together without sacrificing space, comfort or privacy.

28 Tyler Rd, Lexington

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$5,500,000

4 Beds ⋅ 4 Baths ⋅ 73555738 MLS

Tucked away on a private, no-through-traffic oceanfront way, this property enjoys a rare combination of tranquility, privacy, and stunning waterfront surroundings on Straitsmouth Point between Rockport’s legendary twin lighthouses on Thacher Island to the south; Sandy Bay and the Atlantic Ocean to the west and north and the rocky shoreline below. Every spacious room within the easy-flowing floor plan features an ocean view via massive windows and exudes a cozy, yet refined ambiance that meets today’s needs and desires for daily living and when entertaining. With 4 bedrooms – the primary suite has a massive closet - 3.5 baths and 4,000+ sf of air-conditioned living space, this spectacular residence with beautiful gardens, ample outdoor play spaces, palazzo-like covered patio, 2-car heated garage with a workshop, and substantial storage accommodates a multitude of must-haves as well as amenities you didn’t even know you wanted. A year-round property destined to become a generational treasure

5 Gap Head Rd, Rockport

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.

$5,500,000

6 Beds ⋅ 7 Baths ⋅ 73534168 MLS

Elevated elegance awaits you at this new construction gambrel home with opportunity to customize. Over 7,400sqft of finished space on expansive 16.6k level lot which includes a separate cabana/lounge and office. The chef's kitchen featuring top of the line appliances, custom cabinetry, oversized island and walk in pantry. The second level has 4 ensuite bedrooms and baths. The primary bedroom has a spa bathroom with soaking tub and walk in closet. The lower level features a sitting area with a wet bar, bedroom and bonus spaces perfect for a movie theater, gym and wellness room. Leveled back yard with covered deck and built-in speakers perfect for outdoor gatherings. Perfectly located facing the park and short distance to middle schools and high school.

62 Country Club Rd, Newton

Listing courtesy of Listing Agent: Stephanie Lau from Listing Office: Bellafi Real Estate, Inc..

$5,500,000

8 Beds ⋅ 11 Baths ⋅ 1610853 MLS

The Grace Cottage, Hermit's Point. This magnificent stuccoed Renaissance Revival cottage built in 1918 designed by noted Philadelphia architect, Wilson Eyre commands unsurpassed views from its 8.8 acre peninsular location and 3,570 feet of shore line. Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer's stay including pool, dock and stone lodge. Newly priced at 5.5M.

399 Hermits Point Rd, Islesboro

Listing courtesy of Island Property.

$5,500,000

6 Beds ⋅ 7 Baths ⋅ 73492795 MLS

One of Hingham's most admired homes! Landmark colonial with a sweeping front lawn, set elegantly atop a knoll on a 2.2 ACRE lot on a quiet cul de sac, just a stone's throw to downtown Hingham. The current owner has beautifully updated this architecturally significant home to meet the needs of today, while maintaining its original elegance. Gracious 11' ceilings, floor to ceiling windows, front and back staircases and period details throughout. Fabulous recently renovated "wing" off the back of the house with a gorgeous custom kitchen flooded w/natural light OPEN to a large dining area and spacious family room. There are 5 Bedrooms and 3 baths on the second floor including a luxurious primary suite. Opportunity to craft the 3rd floor as you wish. The grounds are EXCEPTIONAL. Expansive lawn, gunite pool with pool/guest house and over an acre of manicured lawn. RARE opportunity for the discerning buyer to acquire this ICONIC home/estate.

187 Main St, Hingham

Listing courtesy of Listing Agent: Tara Coveney from Listing Office: Coldwell Banker Realty - Hingham.

$5,500,000

4 Beds ⋅ 5 Baths ⋅ 73473408 MLS

Extraordinary and rarely offered, this private estate in the heart of historic Sandwich commands sweeping, panoramic views of Cape Cod Bay from nearly 19 acres of secluded land. A true legacy property, the setting offers unmatched privacy, rolling grounds, and endless possibilities in one of Cape Cod’s most coveted locations. The residence encompasses over 6,000 square feet and is designed to support both refined living and grand-scale entertaining, whether enjoyed as a seasonal retreat or year-round residence. Outdoor living is paramount, with a heated gunite pool, classic farmer’s porch, and widow’s walk serving as exceptional vantage points to take in the ever-changing bay views and coastal horizon. The property also features its own dedicated solar field, enhancing efficiency and sustainability. Rarely does an estate of this magnitude, acreage, and outlook become available—an exceptional opportunity to own a private sanctuary defined by space, serenity, and breathtaking water views

19 Cedarville Road, Sandwich

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.

$5,499,900

6 Beds ⋅ 8 Baths ⋅ 73555787 MLS

Introducing an extraordinary luxury estate to be constructed in Dedham’s prestigious Precinct One. Conceived as the signature residence within this exclusive offering, this exceptional home will showcase timeless architecture, expansive living spaces, and the highest level of craftsmanship. Planned to offer approximately 5,500–7,000 square feet of thoughtfully designed living space, the residence will feature grand entertaining areas, a designer kitchen, luxurious primary suite, private office, wellness and recreation spaces, and seamless indoor-outdoor living. Early purchasers may have the opportunity to personalize select finishes and design elements. Ideally located moments from Legacy Place, Dedham Country & Polo Club, private schools, commuter routes, and downtown Boston. Renderings are conceptual. Final plans, specifications, features, pricing, and finishes are subject to builder and purchaser selections.

265 Meadowbrook Road, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$5,499,900

5 Beds ⋅ 7 Baths ⋅ 73552370 MLS

Experience Newburyport’s most coveted waterfront lifestyles at Bartley’s Landing.By purchasing your home lot for $1,750,000 & engaging in a construction contract you will join an exclusive enclave of just 5 luxury residences along the Merrimack River.This exceptional new construction opportunity pairs timeless architecture, superior craftsmanship & thoughtful design with the ability to personalize your dream home alongside one of the area’s premier designer and construction teams.Enjoy year-round river activity where boats glide by, migratory birds gather, fish occasionally break the surface and the changing seasons create an ever-evolving backdrop.Owners enjoy access to the community boathouse and private dock, with slip space for boats up to 35 feet - making days on the water effortless.Rarely does a property come on the market combining exclusivity and connection to the river.Bartley’s Landing is year round luxury waterfront living at one of Newburyport’s most prestigious addresses.

570 Merrimac St, Newburyport

Listing courtesy of Listing Agent: Homes & Lifestyles Team from Listing Office: Gibson Sotheby's International Realty.

$5,499,000

4 Beds ⋅ 6 Baths ⋅ 73469087 MLS

Newly Refined with an Updated Design.Spectacular new construction in coveted World’s End by acclaimed design-build team White Oak Home and The Kerr Collective. This coastal residence offers the opportunity to personalize a thoughtfully designed custom home with harbor views and a private setting. Features include a dramatic great room with soaring ceilings, gas fireplace, and French doors to a rear patio for seamless indoor-outdoor living. The chef’s kitchen offers premium appliances, a 10-ft island, separate scullery, and elegant dining room with expansive windows. The first floor includes a bonus room with full bath, formal living room, and office. The second level features a luxurious primary suite with balcony and spa-style bath, three additional bedrooms, family room, and two full baths. Enjoy a 3-car garage, deeded beach rights, and a location steps to World’s End, minutes to Boston.

112 Martins Ln, Hingham

Listing courtesy of Listing Agent: Darleen Lannon from Listing Office: William Raveis R.E. & Home Services.

$5,497,000

5 Beds ⋅ 7 Baths ⋅ 73509134 MLS

Exceptional Luxury Living in Wellesley’s Generals Neighborhood. A rare opportunity for luxury buyers seeking exceptional craftsmanship, modern amenities, and a premier Wellesley location. Custom built in 2017, this 6,300+ SF Neoclassical Colonial in Wellesley’s coveted Generals neighborhood offers four elevator-served levels designed for sophisticated everyday living and effortless entertaining.Whole-house radiant heat, grain-matched white oak floors, bespoke millwork, and 9-foot ceilings—including the finished lower level—reflect a standard of construction rarely found. The chef’s kitchen features soapstone countertops, dual dishwashers, and a walk-in pantry, while five en-suite bedrooms provide exceptional privacy. The primary suite offers a spa-inspired bath and a serene retreat from the day.The lower level transforms into a destination of its own with a private executive office, home gym, wine storage, and Bowers & Wilkins Diamond cinema. Outdoors, enjoy a custom patio, fireplace, hot tub, and mature arborvitae creating a private setting for entertaining and relaxation. A two-car garage and dual EV chargers add everyday convenience.An exceptional choice for those relocating to Wellesley or moving up within town, with Morses Pond, Hardy Elementary, Linden Square, Wellesley Square, shopping, dining, and commuter rail all nearby.For buyers searching for a move-in-ready luxury home in Wellesley, 48 Marshall Road offers the rare combination of quality, location, privacy, and amenities that is difficult to replicate. Schedule your private tour today.

48 Marshall Rd, Wellesley

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.

$5,495,000

4 Beds ⋅ 5 Baths ⋅ 73526293 MLS

Set on 15.7 acres in the heart of Sherborn, The Grout Farm offers a rare blend of refined country living and thoughtfully developed equestrian amenities. The reimagined main residence features light-filled living spaces, a custom kitchen, updated systems, and warm modern finishes. The estate includes a detached 1-bedroom, 1-bath guest cottage, carriage barn connected to the main barn, and the Apple Barn with gym, storage, and flexible space designed for future equestrian use. Amenities include a large indoor arena, outdoor arena with specialized footing, drainage, and irrigation, 11 stalls, fenced paddocks, run-in sheds, automatic field waterers, and hacking paths throughout the property. Orchard, greenhouse, gardens, and open pasture complete this distinctive offering within one of New England’s most established equestrian communities, with exceptional access to Boston.

42 Washington St, Sherborn

Listing courtesy of Listing Agent: J. Stanley Edwards from Listing Office: LandVest, Inc., Concord.

$5,495,000

5 Beds ⋅ 8 Baths ⋅ 73514626 MLS

Perfectly situated in Pheasant Brook Estates, this remarkable property showcases Lexington's most premier landscape, offering a flawless blend of luxury, privacy and natural beauty. Surrounded by manicured grounds and serene private pond, this home spans over 9,000 square feet of thoughtfully designed living space. The main level showcases a harmonious, sun-drenched layout with clean architectural lines, expansive rooms and oversized windows seamlessly inviting the outdoors inside. Designed with balance and flow, every space feels both refined and welcoming. The second level features five spacious en-suite bedrooms, including a stunning primary suite with two-sided fireplace opening to a private home office, creating an ideal retreat. Each additional bedroom is graciously proportioned, offering comfort and privacy. Crafted to celebrate family, tranquility and connection to nature, this exceptional residence delivers a rare opportunity to own a truly luxurious and distinctive property.

16 Solomon Pierce Rd, Lexington

Listing courtesy of Listing Agent: Martha Sevigny from Listing Office: William Raveis R.E. & Home Services.

$5,495,000

4 Beds ⋅ 7 Baths ⋅ 73511241 MLS

This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has sweeping views of the magnificent rolling grounds while overlooking the open floor plan of the main entertainment level The bright and spacious kitchen with a prep pantry and breakfast room lead to the outside patios. The primary suite is adorned with a beautiful wood beamed ceiling and brick fireplace. Dual spa-like bathrooms are complemented by dual walk in closets. 3 en-suite bedrooms are situated in their own private enclaves. The lower level features a fabulous playroom, traditional media room and a brick wine cellar. Stone walls, a receiving court and 4 car garage complete this special home

44 Meadowbrook Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

$5,495,000

2 Beds ⋅ 3 Baths ⋅ 73419421 MLS

Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes.

99 Uncle Alberts Drive Ext, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.

$5,495,000

4 Beds ⋅ 4 Baths ⋅ 73391055 MLS

Development opportunities! Welcome to your private sanctuary—a breathtaking 5,898 sq. ft. custom contemporary estate nestled on a secluded 13.18-acre compound. In addition to the primary 4-acre lot, the property includes three additional parcels totaling 9.18 acres, offering unmatched privacy, expansion potential, or conservation opportunities. Designed with meticulous attention to detail, this four-bedroom, four-bathroom masterpiece seamlessly blends luxury and comfort. Exquisite custom stonework graces the interior and exterior, lending timeless elegance to the home’s modern aesthetic.Professionally landscaped grounds create a serene outdoor retreat, harmonizing architecture with nature. A spacious three-car garage offers ample storage and convenience, complementing the home’s thoughtful design. Whether hosting grand gatherings or enjoying the tranquility of its surroundings, this exceptional estate offers an unparalleled lifestyle in an extraordinary setting.

32-70 Lazell Street, Hingham

Listing courtesy of Listing Agent: Ashley Brennan from Listing Office: Gibson Sotheby's International Realty.

$5,490,000

4 Beds ⋅ 6 Baths ⋅ 73565201 MLS

Perched above Tiverton's coastline with sweeping views out to Fogland Beach, 10 High Hill Road is a newly built luxury home built by Hill and Harbor Design. This retreat spanning just over 5,000 square feet across a thoughtfully designed main residence and detached ADU. The 4-bedroom, 4.5-bath home showcases quality craftsmanship at every turn, with European white oak engineered flooring throughout and a chef's kitchen anchored by a Thermador appliance suite including a 48" gas range, panel-ready appliances, and a walnut island beneath waterfall quartzite countertops. The primary suite offers a spa-like marble bath with quartzite waterfall counters, a custom California Closets system, and Newport Brass fixtures. A coffered great room ceiling wrapped in natural grasscloth wallpaper anchors the main living space, warmed by a gas fireplace with a custom quartzite surround. Outside, a resort-style pool and outdoor shower are framed by professionally designed landscaping. Windows frame the water views from nearly every room, while a fully equipped one-bedroom ADU offers flexible space for guests, extended family, or a private studio. Premium finishes carry through every detail. Deeded mooring coveys with the property. Within walking distance to Fogland beach, restaurants, farm stands — making 10 High Hill Road coastal Rhode Island living at its finest.

10 High Hill Road, Tiverton

Listing courtesy of Listing Agent: Duckworth Prentice Group from Listing Office: Serhant.

$5,475,000

4 Beds ⋅ 6 Baths ⋅ 73387997 MLS

WORLD-CLASS BOSTON ARCHITECT designs a spectacular home incorporating the historic GREENOUGH BARN! 5,418 s.f. Of living space plus a 915 s.f heated and cooled garage/workshop designed for 3 car lifts/6 car storage! The barn frame was relocated from Carlisle conservation land! The barn was reimagined and will be reconstructed as a MODERN MASTERPIECE on one of the most dramatic lots ever offered for any Concord new construction. Surrounded on 3 SIDES BY CONCORD CONSERVATION LAND that is farmed for sunflower fields. Beyond the conservation land are open & UNDISTURBED VIEWS OF MINUTEMAN NATIONAL PARK in every direction. The main living space soars with 30'+ CEILINGS & MASSIVE GLASS WALLS. All 4 bedrooms are on the 1st floor of this one-of-a-kind home. 2nd floor features a media room & private home office. The house offers a 3 car garage significant enough for multiple car lifts. There is no comparable new home currently being built in Greater Boston! The lower level could be utilized for a playroom or additional recreation area. Designed to ENJOY THE LARGE SKY & SPECTACULAR SUNSET VIEWS! Rare Opportunity - permit approved!

241 Shadyside Avenue, Concord

Listing courtesy of Listing Agent: The Zur Attias Team from Listing Office: The Attias Group, LLC.

$5,395,000

6 Beds ⋅ 8 Baths ⋅ 73572478 MLS

Set on a private road at the end of a quiet cul de sac, 50 Willard offers exceptional privacy on 1.3 acres in one of Weston’s most desirable settings. This newly constructed 8,300+ sq ft home was designed for modern family living, with a light filled open floor plan, elegant family room, chef’s kitchen with oversized quartz waterfall island, breakfast area, butler’s pantry and wet bar. Four ensuite bedrooms upstairs include a serene primary suite with spa inspired bath and expansive walk in closet. The finished lower level features a gym, sauna, wine room, wet bar, theater and au pair suite. Beautifully landscaped grounds, generous patios and a three car garage create the perfect setting for entertaining, relaxing and family life. Just moments from Weston’s highly regarded schools, golf courses and walking trails, this 6 bed, 6.5 bath home combines new construction luxury with estate like privacy and easy access to Boston.

50 Willard, Weston

Listing courtesy of Listing Agent: Yassien Youssef from Listing Office: Compass.

$5,390,000

5 Beds ⋅ 6 Baths ⋅ 73507096 MLS

A rare opportunity on Cohasset Harbor now offered at a compelling new price. This stunning shingle-style estate offers extraordinary privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends timeless architecture with modern comfort. A dramatic 2 story foyer opens to formal living & dining rooms each with fireplaces. The kitchen features a large island, baking room & banquette seating, flowing into a family room & sunroom filled with natural light. First-floor spaces include a unique octagonal bedroom, mudroom & potting kitchen. Upstairs the primary suite offers a private sitting area & a spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space with an additional full bath and room for guests or playroom. Amenities include tennis & bocce courts plus a three story barn perfect for boat storage, a car collection, indoor sports court or artist studio. Third floor of barn features a spacious totally renovated 4 room apartment perfect for generational living. Not in flood zone.

1-R Baileys Island Rd, Scituate

Listing courtesy of Listing Agent: Christine Powers from Listing Office: Coldwell Banker Realty - Cohasset.

$5,350,000

5 Beds ⋅ 8 Baths ⋅ 73573262 MLS

Set within Wellesley’s coveted Dana Hall neighborhood, this exceptional Colonial has been transformed into a secluded retreat where architecture, craftsmanship, and livability come together beautifully. Renovated by Flavin Architects and Ken Vona Construction, the home showcases an exacting level of design and detail. A gracious two-story foyer introduces interiors filled with natural light, while quarter-sawn oak floors lead to the formal dining room, where floor-to-ceiling windows and glass doors open to a secluded patio. A bright solarium and inviting screened-in porch offer additional spaces to unwind and take in the surrounding landscape.At the heart of the home, the Bulthaup kitchen features premium appliances, a butler’s pantry, double ovens, a full-size wine cooler, and an expansive island that flows into the family room with vaulted ceilings, custom built-ins, and a stone gas fireplace. Five bedrooms and six full baths include a serene primary suite with soaring ceilings, a spa-inspired bath, and a private balcony overlooking the grounds. The finished lower level provides a gym, playroom, wet bar, wine cellar, media room, full bath, and entertainment area. Meticulously landscaped grounds complete this distinctive residence, offering an extraordinary setting for both everyday living and entertaining.

55 Ridge Hill Farm Rd, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$5,300,000

6 Beds ⋅ 4 Baths ⋅ 73529550 MLS

Discover oceanfront quintessential island living in this newer constructed shingle style home, thoughtfully designed from the ground up to honor the storied architectural heritage of the New England coast while delivering every comfort the modern household demands. From the moment you arrive, the home's classic cedar-shingled façade and welcoming front porch communicate a sense of permanence and grace. It is a home that feels as though it has always belonged on this stretch of Plum Island shoreline. This home offers the most spectacular sunrises and sunsets. Waterviews are admired from every room. Every room tells the same story, thoughtful design, premium craft, and an abiding respect for the islands setting that surrounds it. The front and primary porches offer up a place for morning coffee, afternoon reading, and the simple pleasure of watching the world drift by at an island pace. Plum Island and this home is not just an address, it is a way of living a lifestyle.

4 35th St, Newbury

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.

$5,300,000

5 Beds ⋅ 4 Baths ⋅ 73493300 MLS

This historically significant townhouse was built in the Greek Revival style in 1834 by Asher Benjamin. The house was owned by Benjamin’s heirs until 1925 and was rented to the family of the well known landscape architect Arthur Shurcliff for many years. The home has five bedrooms, a beautiful living room with floor to ceiling windows and great light, a formal dining room, a deck, and a spacious kitchen looking out on a small garden. The home has had a number of updates over the years, including the addition of an exterior iron balcony. A lovely wide staircase winds through the lower four floors. This gem is one of the prettiest houses on Beacon Hill.

9 West Cedar St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..

$5,299,000

4 Beds ⋅ 5 Baths ⋅ 73476823 MLS

NEWLY REPOSITIONED PRICING! Located just moments from Town and the harbor, 2 Mariner Way presents a rare opportunity to own new construction in one of Nantucket’s most coveted settings. Tucked within an enclave of only 3 luxury residences, this home offers the perfect balance of in-town convenience and the serenity of nearby Monomoy’s shoreline. Enjoy easy access to Main Street, the Great Harbor Yacht Club, and scenic bike paths. The thoughtfully designed floor plan balances gathering and retreat. An open-concept kitchen, dining, and living space with fireplace anchors the first floor, complemented by a private guest suite. Upstairs, the spacious primary suite is joined by two en-suite bedrooms and a secondary living area. Fully move-in ready for the 2026 season and including a one-year developer warranty for a seamless transition, 2 Mariner Way combines location, lifestyle, and turnkey design to capture the very best of Nantucket living.

2 Mariner Way, Nantucket

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

$5,250,000

4 Beds ⋅ 5 Baths ⋅ 73571701 MLS

Brand-new and sun-filled, this exceptional shingle-style Gambrel is privately set on nearly an acre of professionally landscaped, level grounds just off coveted Shore Road, less than a block from the ocean. A refined coastal retreat, the 4-bedroom, 4.5-bath residence pairs exceptional craftsmanship with effortless luxury and gracious indoor-outdoor living. Beautiful millwork and 9' ceilings define the first floor, anchored by a vaulted beam-ceiling primary suite with a spectacular spa-inspired bath. The generous eat-in kitchen and family room feature a dramatic shiplap-vaulted ceiling and open to a sun-drenched patio surrounding a heated plunge pool and oversize yard with unlimited potential. A second-floor deck overlooks the secluded grounds, while an additional primary en-suite and two bedrooms and two more baths complete the upper level. Stroll to Chatham Bars Inn, the Fish Pier and Main Street - an enviable setting where the best of Chatham is truly at your doorstep.

106 Barcliff Ave, Chatham

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.

$5,250,000

4 Beds ⋅ 3 Baths ⋅ 1676996 MLS

Privately set along one of Brooklin's loveliest stretches of Blue Hill Bay, this extraordinary four-bedroom, three-full-bath residence represents a rare union of sophisticated architecture, uncompromising construction, and an extraordinary coastal setting. The interiors are distinguished by an understated elegance and an exceptional quality of craftsmanship. Rich hardwood flooring and radiant heat extend throughout the main level, complemented by a high-efficiency heating system. Custom-crafted woodwork lends distinction to every room, while expansive Andersen windows and sliding doors frame the ever-changing panorama of Blue Hill Bay. Architectural details are particularly compelling. Each bedroom enjoys its own water view, while a gracious sitting area overlooking the bay provides a vantage point from which to watch the rhythms of the coast. Lobstermen work their traps just offshore, while Cadillac Mountain rises majestically on the distant horizon. A beautifully appointed study/library offers a serene retreat, with views that invite lingering. Beyond the house, the setting is equally extraordinary. A broad waterfront deck overlooks a remarkable coastal ecosystem where deer, wild turkeys, river otters, and other native wildlife are frequent visitors. Perhaps the property's most prized feature is its rare private beach--an increasingly coveted amenity along Maine's coast. This exceptional stretch of shoreline offers direct access to deep water and some of the region's most celebrated fishing and lobster grounds. Whether launching a kayak, exploring the shoreline, swimming with the tide, or simply sitting at the water's edge as the day unfolds, this is a level of private coastal access few properties can claim. Rarely does a property combine architectural pedigree, enduring construction, privacy, and a highly prized private beach on Blue Hill Bay.

1197 Bay Rd, Brooklin

Listing courtesy of Keller Williams Realty.

$5,225,000

6 Beds ⋅ 4 Baths ⋅ 73472922 MLS

Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor shower, parking, and mini-split climate control; its upstairs bedroom enjoys views from Farm Pond to Nantucket Sound. Completing the property is the charming Lilac House, a fun open-concept bunk house with a full bath, water-view deck, and private outdoor shower. A wraparound porch captures sweeping ocean views, while beaches, shops, restaurants, Circuit Avenue, and the Harbor are moments away. An established rental history further enhances this rare opportunity in one of Oak Bluffs’ most iconic locations.

4 Canonicus Ave, Oak Bluffs

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

$5,200,000

4 Beds ⋅ 5 Baths ⋅ 1671226 MLS

In one of the most extraordinary settings on Rockport Harbor, 1 Ship Street is a private harborfront enclave with two year-round residences, a private sandy beach, terraced gardens, and sweeping views across the harbor to Indian Island Lighthouse and beyond to Penobscot Bay and its islands. Offered for the first time since 1973, the property combines rare waterfront amenities, architectural distinction, and an intimate sense of privacy at the end of a dead-end street, all in the harbor Charles Kuralt once called ''the most perfect small harbor in America.'' The property comfortably sleeps up to eight guests and is especially well suited for family and guests with space to spread out and enjoy this quintessential coastal retreat. The main residence is a striking modern interpretation of a classic New England waterfront home, inspired by the owners' long admiration for renowned American architect Hugh Newell Jacobsen, with clean lines and light-filled interiors. The open main floor includes a vaulted living room with propane fireplace, a gourmet kitchen, and thoughtful custom details. The lower level offers two private bedroom suites, including a luxurious primary suite with a spa-like bath and sauna. At the water's edge, the year-round beach house, originally a 1940s boat-repair shop, provides additional accommodations with a full kitchen, two upstairs bedrooms, and one-and-a-half baths. The private sandy beach is an exceptional amenity on Rockport Harbor, creating a rare place for swimming, launching small watercraft, gathering by the water or beach fires. The Matthew Cunningham-designed grounds include terraced gardens, elegant stonework, mature plantings, and stone steps leading toward the shore. 1 Ship Street is a unique offering on Rockport Harbor in a design that honors coastal New England with fresh, sophisticated simplicity. Dead end road, absolutely no drive-bys.

1 Ship St, Rockport

Listing courtesy of LandVest, Inc..

$5,200,000

5 Beds ⋅ 4 Baths ⋅ 73534187 MLS

Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an open-concept kitchen, dining, and living area, a private primary suite, office, screened porch, and expansive decks. Thoughtfully appointed with air conditioning, a whole-house generator, integrated sound system, and outdoor lighting. The grounds include a tennis court, landscaped gardens with a water feature, and several acres of open meadow surrounded by mature woodland, ensuring exceptional privacy with no visible neighboring homes. Ample room exists for a pool, and the parcel may offer subdivision potential. Ownership includes rights to Brickyard Beach.

49 Gosnolds Way, Chilmark

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

$5,195,000

3 Beds ⋅ 5 Baths ⋅ 1674352 MLS

More than 380 feet of frontage on Broad Cove and nearly five private acres create an extraordinary waterfront setting in the heart of Cumberland Foreside. Beyond a winding drive, the property reveals itself gradually, where mature trees frame the shoreline and the home settles naturally into the landscape. The experience here is defined by privacy, the quiet rhythm of the tides, and ever-changing water views from nearly every principal room. The property's size and configuration also present the potential to create a separate home site with water access. Designed to celebrate the landscape, the home unfolds through a series of beautifully proportioned spaces, each taking full advantage of the surrounding water and gardens. A dramatic two-story foyer, gracious living spaces, a vaulted sunroom wrapped in glass, and a beautifully appointed primary suite are all oriented toward the water, while rich millwork, warm hardwood floors, and carefully curated details create interiors that feel enduring and quietly refined. Bluestone terraces extend naturally toward the shoreline, inviting long summer evenings, effortless entertaining, or peaceful mornings overlooking the cove. Just minutes from Cumberland Center, Falmouth, Portland, yacht clubs, golf, and some of Maine's most treasured coastal destinations, this is a home of quiet beauty, where the landscape has always been the centerpiece.

26 Lanewood Rd, Cumberland

Listing courtesy of RE/MAX By The Bay.

$5,150,000

4 Beds ⋅ 5 Baths ⋅ 73573266 MLS

An elegant English-inspired Gothic Revival residence in Brookline’s coveted Fisher Hill neighborhood, distinguished by steep slate roofs, dramatic gables and arched architectural and copper details. Designed for Mrs. Harold Hammond by noted architects Kilham, Hopkins & Greeley, whose work also includes the Devotion School (Florida Ruffin Ridley School) and Brookline High School (source: Brookline Preservation Commission), this stately home offers 5,744 sq. ft. of living space across four finished levels, with 4 bedrooms, 3 full and 2 half baths, 5 fireplaces and an attached 2-car garage.The main level features a welcoming kitchen with convenient side entry, dining room with fireplace, gracious living room with fireplace, a light-filled sunroom overlooking the serene garden, two offices and powder room. The exceptional walk-out garden level is designed for both everyday living and entertaining, anchored by a dramatic two-story family room with fireplace, custom built-in bookcases, wet bar, floor-to-ceiling windows and French doors opening to a stone patio and private backyard. A wine cellar and lounge, exercise room, powder room and direct garage access complete this level.Upstairs, the generously scaled primary suite features a fireplace, walk-in closet and private outdoor balcony. Two additional bedrooms, a full bath and laundry complete the second floor. The finished top floor offers two spacious and versatile rooms—ideal for bedrooms, offices, hobbies or recreation—along with a full bath and abundant storage.Set on .35 acres, the beautifully landscaped private grounds offer mature specimen trees, stone walls, lawns and peaceful spaces for outdoor dining, entertaining and play. Meticulously maintained and thoughtfully updated over the years, the home combines period character with comfortable, move-in-ready living and exceptional storage throughout.A quiet and secluded setting on a tree-lined street, yet remarkably convenient to Washington Square, Cleveland Circle, schools, parks, public transportation (C & D lines), shopping and Boston.

67 Hyslop Rd, Brookline

Listing courtesy of Listing Agent: Ingvild Brown from Listing Office: Keller Williams Realty.

$5,150,000

5 Beds ⋅ 6 Baths ⋅ 1673790 MLS

Thirteen Foreside Road is a classic Falmouth Foreside estate designed by revered Maine architect John Calvin Stevens. Built in 1925 as a summer residence and historically known as ''Fairways,'' the home is set on over 4 acres beside the Portland Country Club, with views across the Donald Ross-designed golf course toward Casco Bay. A long, winding, tree-lined gravel road creates a memorable sense of arrival, setting the tone for the property's old-world charm and quiet sense of seclusion. Thoughtfully updated by Palm Beach-based Stephanie Rae Interiors and Bloom Construction, the residence blends historic architectural character with a refined, modern sensibility. The home offers 5 bedrooms, 5 full bathrooms, and 1 half bathroom, including a first-floor bedroom suite and four additional bedrooms on the second level. Generous room proportions, wood floors, natural light, and a comfortable flow create a sense of ease throughout. The first floor includes a gracious living room with a wood-burning fireplace, a formal dining room with French doors, and a beautifully appointed kitchen centered around a marble island with a handmade butcher block. A butler's pantry adds function and style, while the four-season sunroom offers southern exposure and views across the fairways toward Casco Bay. Upstairs, the primary suite includes a soaking tub and walk-in closet, with additional bedrooms, baths, office space, and flexible bonus areas for guests, work, and everyday living. The former three-car garage has since been rebuilt into a finished office space and home gym. Outside, mature landscaping, wooded surroundings, and established grounds create a timeless setting in the heart of Falmouth Foreside. Just moments from Portland Country Club, Falmouth amenities, Route 1, and downtown Portland, Thirteen Foreside Road offers a rare combination of architectural pedigree, acreage, privacy, and convenience.

13 Foreside Rd, Falmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$5,100,000

3 Beds ⋅ 7 Baths ⋅ 73511019 MLS

Situated on a lovely street, this very special five story townhome has it all. There are three plus bedrooms with potential for more as the top floor with an open floor plan and sunny balcony offers great flexibility. Wonderful entertaining space and formal rooms with beautiful proportions and architectural details add to the charm. A door from the living room opens out to an extraordinary deck with a balustrade. The bright, eat-in kitchen with large windows looks out on the inviting garden. Amenities include a finished basement with a garden room and lots of storage.

52 Pinckney St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..

$5,000,000

4 Beds ⋅ 4 Baths ⋅ 73571790 MLS

There are beautiful homes on Cape Cod, and then there are properties whose scale, setting and presence place them in a category entirely on their own. Privately set at the end of a quiet North Truro cul-de-sac, 8 Schardt Way is one of those rare gems—a Chatham-like estate in scale and sophistication, surrounded by the untamed beauty of the Outer Cape and just minutes from Provincetown. Built by Cape Associates in 2009, the four-bedroom, three-and-one-half-bath residence offers an impressive 5,824 square feet of living space on approximately 3.7 private acres. Elevated above its surroundings, the home captures sweeping views toward Provincetown and Cape Cod Bay from almost every room—expansive skies, changing light and unforgettable sunsets become part of everyday life. Adding to the extraordinary nature of this offering is 6 Schardt Way, an adjacent vacant, buildable parcel of approximately 1.1 acres, creating a combined setting of approximately 4.8 acres and providing additional privacy, flexibility and a rare opportunity to control more of the surrounding landscape.Enhancing its future potential, 6 Schardt Way has an engineered Title V plan designed for a five-bedroom residence, along with a test well, offering an exceptional opportunity to further develop the property as an expanded estate, guest residence or multigenerational family compound. The residence was created on a scale rarely encountered on the Outer Cape. Generous living and entertaining spaces invite a house filled with family and friends, while the expansive grounds provide the extraordinary feeling of having your own world within one of Cape Cod's most treasured landscapes. This is a property that gives purpose to coming home—where summer weekends become traditions, children and grandchildren return year after year, friends gather around the pool, and spectacular Cape sunsets remind you exactly why you chose to be here. A saltwater in-ground pool creates a private resort-like setting, while a heated three-bay garage, heated driveway track, radiant basement floors, 30kW Kohler automatic generator and extensive recent mechanical upgrades provide exceptional year-round comfort. The primary suite offers its own private sanctuary, highlighted by a BainUltra ThermoMasseur bath. There is a certain feeling that comes with owning a property of this significance—a sense of arrival, permanence and belonging. A place worthy of what you have accomplished.

8 Schardt Way, Truro

Listing courtesy of Listing Agent: The Beach Buoys from Listing Office: Gibson Sotheby's International Realty.

$5,000,000

6 Beds ⋅ 5 Baths ⋅ 73571780 MLS

Maplemere is one of Lexington’s truly distinctive properties, with origins dating to the early 19th century. The architectural character, historic barn, and carriage house preserve a tangible connection to Lexington’s agricultural past. Set on 1.7 acres in the coveted Meriam Hill neighborhood and directly abutting 27 acres of conservation land, Maplemere enjoys an extraordinary sense of privacy, permanence, and protected natural beauty. Mature landscaping and expansive grounds create a rare feeling of seclusion while remaining close to the character and community of Lexington. Inside, gracious living spaces are designed for both sophisticated entertaining and comfortable family life, all anchored by a magnificent family room that invites gathering. A large wrap-around porch, partially screened-in, extends the living spaces outdoors, creating beautiful settings for dining, entertaining, and enjoying the landscape throughout the seasons. The main level is thoughtfully designed for modern living, with a private second main bedroom offering the rare convenience of first-floor living. Two dedicated home offices provide elegant spaces for work or study, while a handsome library offers a quiet retreat for reading and conversation. Upstairs, the primary suite offers a particularly special vantage point, overlooking the protected conservation land and opening to a private walk-out balcony. Four additional bedrooms provide generous accommodations for family and guests, complemented by a fitness room. The grounds unfold as a private retreat, with a beautiful swimming pool and pool house at the heart of summer living. The surrounding conservation land provides a peaceful backdrop and protected views, while mature trees and gardens create an atmosphere of timeless beauty. There is a rare sense of continuity at Maplemere. The land that once supported a historic Lexington farm now provides the backdrop for an extraordinary modern lifestyle. A landmark property, Maplemere offers something increasingly difficult to find: enduring land, exceptional privacy, and a home thoughtfully designed for generations of living. Ideally situated just blocks from Lexington Center, this location offers exceptional proximity to top-rated schools and major commuter routes.

42 Adams Street, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

$5,000,000

5 Beds ⋅ 7 Baths ⋅ 1672195 MLS

Nothing was overlooked in this masterfully recreated home which is a legal duplex. Perched above and overlooking the water of Mast Cove, it is only steps from Dock Square Center and all its shops and restaurants. In addition, sellers are willing to turn this property into 2 luxury condominiums for the right purchaser or leave as a legal duplex. Unit A: Approx. 1,600 sq ft featuring three ensuite bedrooms (two on the first floor, one upstairs). Unit B: Approx. 1,200 sq ft with two ensuite bedrooms. The home showcases top tier craftsmanship, award winning coastal design (2022 Down East Home Design Award), and a proven RENTAL history. Seller's willing to allow a buyer to purchase either unit individually as well--Unit A for 3,399,000 or Unit B for 1,899,000-. Enjoy this luxury living with water views, walkability to shops and restaurants, and every advantage of Kennebunkport's most desirable location. SHOWN BY APPOINTMENT ONLY AND SELLERS ARE REQUESTING A PREAPPROVAL LETTER OF FINANCING PRIOR TO OR AT ARRIVAL OF THE SHOWING. ALL CURRENT AND FUTURE RENTALS WILL BE HONORED. TAXES REFLECT THE ENTIRE PROPERTY. Condo MLS numbers are as follows: Unit A 1654913, Unit B MLS 1654909. Strong rental history.

2 Maine St, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

$5,000,000

6 Beds ⋅ 7 Baths ⋅ 73478835 MLS

Step inside this recently constructed Victorian style home to discover an exquisite and majestic estate that has been meticulously built to seamlessly blend modern convenience with timeless elegance, perfectly tailored to fit the needs of today’s lifestyle. Nestled within highly desirable Merriam Hill and offering a prime location only steps to the town center and on one of the most historic sites in Lexington, 16 Meriam Street is sited on the very spot where Samuel Adams exclaimed to John Hancock upon hearing the first shots of the revolution, “Oh what a glorious morning for America!” The exterior and surrounding gardens are captivating with professionally landscaped grounds, stone walls, and specialty plantings. Whether hosting a grand soiree or an intimate family gathering, this home elevates your entertaining endeavors to new heights. The heart of the home opens with the stunning chef’s kitchen with professional grade, high end appliances including the 48” True double door refrigerator/freezer and Wolf 60” gas range. The chef is sure to appreciate the granite countertops with quartz accents, a rounded center island, a breakfast bar topped with custom artistic glass by Thinkglass, a custom designed backsplash, and a spacious informal dining area overlooking the backyard entertainment haven, easily accessible from both the kitchen and gazebo. The primary suite is a sanctuary, featuring a gas fireplace with a quartz surround and double French doors to a private balcony with Ipe flooring overlooking the backyard. A huge walk-in closet offers a window seat, a curved hanging area, and custom built-ins to provide the ultimate organization. The spa-like primary bathroom features an additional gas fireplace, and a dual sink vanity with a glass countertop and glass vessel sinks. Retreat to the secluded third level with two additional bedrooms, a full bathroom, perfect to use as a teen/au pair suite. Enjoy the home theater with 110” screen, high-definition Sony projector, and 7.1 surround sound system for an immersive cinematic experience. Slate tile flooring flows throughout the rest of the lower level, complete with a game room, home gym, and mudroom. Venture outdoors to find your very own private resort. The huge bluestone patio offers lots of space for outdoor enjoyment, including the barbecue station and a granite-topped breakfast bar. The heated saltwater lap pool glistens in the backdrop with its infinity waterfall, a welcome retreat on hot summer days.

16 Meriam St, Lexington

Listing courtesy of Listing Agent: Danielle Fleming from Listing Office: MA Properties.

$4,999,500

6 Beds ⋅ 9 Baths ⋅ 73573665 MLS

One of 13 estates in Dover’s magnificent Snow’s Hill neighborhood, 5 Hamlin’s Crossing includes 3.2+ impeccably manicured acres overlooking & abutting gorgeous conservation land. Privacy, timeless finish/craftsmanship, brilliant entertaining spaces & outstanding value distinguish this extraordinary property. Dover Land Conservation Trust manages 138 acres of trails adjacent to the neighborhood. Stunning stone walls outline the 2-tiered front lawn & the generous circular drive creates a dramatic approach. Exhale & enjoy the unequaled peace & privacy Snow’s Hill residents enjoy. French-inspired architecture, incl. multiple brick porticos & pretty dormered windows, reveals a home built with no detail spared. Inside, a 2-story foyer w/marble floors & sensational dome ceiling is anchored by a dramatic curved staircase. Windows everywhere provide abundant direct views of the backyard & pool. Magnificent. Richly lined w/custom bookshelves, the home office includes a FP & generous seating area. Multigenerational households take note: the west wing offers a rare 1st-floor 4-room primary suite, effortlessly accommodating family or long-term guests. Dedicated billiard room w/deluxe bar & egress to the side-yard putting green is a playful, beloved gathering spot. Beautiful sunken LR & enormous FR w/cathedral ceiling & custom architectural beams are the main gathering spaces. Designed for holidays & family parties, the open-concept kitchen/FR is where everyone gathers. Eat-in dining area w/island & peninsula seating + comfortable built-in window seat accommodates the crowd. This is the heart of the home. Priceless. Royal formal DR, mudroom off spotless 4-car garage & 2 half BRs complete the main level. 2nd level is accessed by 1 of 2 staircases & connected by wide hallways & elegant catwalk. West side includes a 2nd primary suite w/rich, spacious bath, 2 WICs, dressing room & bonus custom closet. 4 ensuite BRs w/spotless hardwood floors, generous laundry room w/awesome storage & folding spaces + media room w/Savant AV projector/screen ideal for family movie nights & game days complete the 2nd level. Glorious sun-splashed deck is steps from the saltwater pool. Insta-worthy slide & waterfall + fully equipped pool house w/bath, full kitchen & laundry make end-of-year parties & cocktail hours effortless. Expensive recent improvements incl. high-efficiency gas furnaces, Tesla Power wall/solar panels, Crestron lighting system & extensive landscaping/hardscaping.

5 Hamlins Crossing, Dover

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

$4,999,000

6 Beds ⋅ 8 Baths ⋅ 73555707 MLS

Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.

$4,999,000

4 Beds ⋅ 4 Baths ⋅ 1668689 MLS

Welcome to a truly one-of-a-kind property where history, character, and opportunity come together across more than 37 acres of breathtaking coastal countryside. Ideally located between the charming fishing village of Cape Porpoise and the sandy shores of Goose Rocks Beach in Kennebunkport, this exceptional estate offers a rare chance to own a generational property with multiple residences, expansive acreage, and future potential in one of Southern Maine's most desirable coastal settings. At the heart of the property sits a charming antique farmhouse featuring 4 bedrooms, oversized living spaces, beautiful, beamed ceilings, and three fireplaces that create warmth and timeless character throughout. Rich in history and architectural detail, the home offers the perfect blend of rustic charm and comfortable living. Complementing the main residence are two separate guest cottages, ideal for extended family, guests, rental income, or caretaker accommodations. One cottage offers a cozy one-bedroom layout, while the second provides two bedrooms and additional flexibility for a variety of uses. A substantial barn adds even more possibilities, whether for agricultural pursuits, storage, workshops, events, hobbies, or future creative ventures. The 37+ acre setting is truly remarkable, featuring open fields, natural landscapes, and small development potential for those seeking to explore additional opportunities. Enjoy peaceful marsh views and distant ocean vistas that provide a stunning backdrop, and a sense of privacy rarely found in such a convenient coastal location. Whether you envision a family compound, working farm, investment property, hospitality venture, or a private retreat to be enjoyed for generations, this extraordinary offering presents a unique opportunity to create your legacy in Kennebunkport's coveted coastal corridor.

190 Mills Rd, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$4,998,500

4 Beds ⋅ 5 Baths ⋅ 73520842 MLS

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

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

$4,998,000

6 Beds ⋅ 6 Baths ⋅ 73501987 MLS

Elegance, sophistication & incredible architectural craftsmanship highlight this exquisite home, walkable to both Newton Centre & Newtonville. This contemporary colonial offers over 6900 sqft of luxurious living with 6 bedrooms & 6 full baths. The sunsplashed main level offers a formal dining, living room, office/bedroom with a 2 sided fireplace & full bath. The spacious chef's kitchen features Wolf & Subzero appliances, 2 dishwashers & 2 sinks, an island that seats 5 as well as a separate breakfast & sitting area. The inviting oversized family room with vaulted ceilings & fireplace lead out to a patio & private yard featuring an in ground pool & spa perfect for hours of entertaining. The 2nd level offers an gorgeous primary suite with a spa like bathroom & 2 walk in closets. Three additional generously sized en suite bedrooms & laundry complete this level. The finished lower level includes a spacious great room, wet bar, 2 mudrooms, bedroom, bathroom & elevator. A true masterpiece!

136 Beaumont Ave, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.

$4,995,000

6 Beds ⋅ 9 Baths ⋅ 73574370 MLS

This impressive residence offers an elevated lifestyle in one of Needham’s most coveted estate neighborhoods. Set gracefully on more than an acre of beautifully landscaped grounds, the property combines timeless elegance with an exceptional array of amenities designed for both everyday living & grand-scale entertaining. An abundance of natural light fills the thoughtfully designed interiors, creating a warm & welcoming atmosphere throughout. Spacious living areas flow effortlessly from one room to the next, offering refined finishes, generous proportions & a seamless connection to the spectacular outdoors. The true centerpiece is the extraordinary manicured yard, crafted for relaxation and entertaining. A sparkling swimming pool & spa complemented by a charming pool house, screened in porch & sports court all surrounded by mature landscaping & lush greenery creates a resort-like setting. This remarkable property offers privacy, sophistication & an unparalleled staycation experience - all in a prestigious setting close to top schools, commuter routes & town. Fabulous opportunity!!

99 Country Way, Needham

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

$4,995,000

3 Beds ⋅ 3 Baths ⋅ 73566298 MLS

Waterfront home with Deep-Water dock on Popponessett Island, within our New Seabury Resort! Rare opportunity to own an exceptional contemporary with sweeping views of Nantucket Sound & Popponesset Creek. Thoughtfully designed to showcase this spectacular setting, the sun-filled open floor plan features a dramatic floor-to-ceiling wall of glass that frames the breathtaking water views. The large kitchen flows seamlessly into the living room w/a wood-burning FP. The dining area with multiple sliders opens to a spacious deck perfect for outdoor dining, entertaining or taking in the ever-changing scenery. In addition, there is a primary bedroom w/private bath, plus a bedroom and bath. The lower level features a bedroom, bath, den & home office offering flexible living space for family and guests. The generous family room with a bar area has direct access to a waterfront patio and a lush lawn ideal for all your summer gatherings. This home is located at the end of a quiet cul-de-sac surrounded by water. Enjoy easy access to a sandy ocean beach on Nantucket Sound, spend the day boating to Martha's Vineyard, kayaking or simply relax taking in the cool summer breezes & endless water views.

145 Popponesset Island Rd, Mashpee

Listing courtesy of Listing Agent: Dorothy Oosterman from Listing Office: New Seabury Sotheby's International Realty.

$4,995,000

5 Beds ⋅ 4 Baths ⋅ 73563718 MLS

A rare waterfront offering in Sherborn, gracefully set along the shores of picturesque Farm Pond. Privately sited amid mature trees and lush grounds, this classic New England residence offers an exceptional setting of secluded, natural beauty, and timeless character. Direct Farm Pond frontage includes your own beach, creating a truly special opportunity for swimming, kayaking, paddleboarding, or simply enjoying peaceful days at the water’s edge. A sparkling saltwater pool provides an additional destination for summer entertaining, while expansive lawns, mature landscaping, and wooded surroundings create a serene sense of tranquility. The residence offers the warmth and enduring appeal of classic architecture, thoughtfully complemented by its extraordinary natural setting. From the landscaped grounds to the sweeping pond views, every element invites a more relaxed way of living. A singular opportunity to embrace exclusive waterfront living and quintessential New England beauty less than 25 miles from Boston. Located within the highly regarded Dover-Sherborn Regional School District, consistently ranked among the top 5 school districts in the Commonwealth.

112 Farm Rd, Sherborn

Listing courtesy of Listing Agent: The Berkowitz Team from Listing Office: Keller Williams Boston MetroWest.

$4,995,000

5 Beds ⋅ 5 Baths ⋅ 73553568 MLS

Experience the rare opportunity to own a timeless Cohasset Coastal Estate with sweeping Ocean Views and access to 2 Private Beaches. Originally built in 1890, this beautifully updated home has been thoughtfully renovated to preserve its architectural heritage while embracing todays sought after open concept design where the rooms seamlessly connect creating an ideal setting for both everyday living and grand entertaining. The expansive 6500+ sq ft floor plan includes 5 generous bedrooms, 4.5 baths, a Gourmet Kitchen and a sun-drenched Au Pair or In Law Suite. Large windows frame breathtaking Ocean Views bringing the beauty of the ocean into your home. Whether you are enjoying your morning coffee on one of the multiple outside decks overlooking Minot's Light or hosting a summer gathering, you will feel like you are on a permanent vacation! Designed for modern comfort, with many recent updates, this one-of-a-kind home creates a truly rare offering for those seeking luxury, privacy and a unique coastal lifestyle. A private fenced in backyard and 4 car garage are two bonuses. Appointment required.

41 Hobart Ln, Cohasset

Listing courtesy of Listing Agent: Janice Crowley from Listing Office: Coastal Countryside Properties.

$4,995,000

5 Beds ⋅ 5 Baths ⋅ 73551180 MLS

Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. 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 glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton

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

$4,995,000

6 Beds ⋅ 6 Baths ⋅ 73545332 MLS

One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

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