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$5,750,000
6 Beds ⋅ 8 Baths ⋅ 73513932 MLS
Exquisitely crafted shingle-style home by Concord's Six Point Builders in the heart of Nashawtuc Hill, with direct access to miles of walking trails. The open first floor showcases custom millwork, a spacious gourmet eat-in kitchen with oversized island and the finest appliances. The family room is anchored by a stone fireplace overlooking the impeccably landscaped backyard, deck, and terraces . A screened porch , a stunning dining room, and the spacious living room provide perfect gathering spaces for family and friends. Upstairs offers five spacious en-suite bedrooms, including a luxurious primary suite with spa-like bath & a Jack & Jill walk-in dressing room/closet, plus an enormous laundry room with built in cabinetry. 2 private home offices add versatility on the first and second floor. The high-end walk-out lower level impresses with wine cellar, bar, billiards area, second LG washer & dryer, and guest suite. Experience the pinnacle of Concord living on iconic Nashawtuc Hill!

343 Nashawtuc Rd, Concord

Listing courtesy of Listing Agent: Kim Patenaude and Rory Fivek Real Estate Group from Listing Office: Barrett Sotheby's International Realty.
$5,750,000
5 Beds ⋅ 8 Baths ⋅ 73513467 MLS
Nestled in one of Needham’s most coveted neighborhoods, this custom-built shingled colonial exudes timeless elegance and exceptional quality. Set on a parklike 1.24-acre lot with a stately circular drive, the home offers unmatched curb appeal and an idyllic retreat. The main level features a gourmet kitchen with a massive island, a sunlit breakfast room overlooking the backyard, an executive office with rich woodwork, and expansive living, dining, and family rooms ideal for relaxing or entertaining. Upstairs, the primary suite includes a sitting room and dream closet, while four additional ensuite bedrooms, a secondary office/homework room, and a laundry room provide ample space and functionality. A graceful staircase, secondary back staircase, and elevator offer effortless access. The finished lower level features a spacious family room, gym, luxurious movie theater, and European-inspired stone wine cellar. Outside, enjoy a custom basketball court and meticulously landscaped yard.

50 Oxbow Rd, Needham

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$5,750,000
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.
$5,699,000
5 Beds ⋅ 8 Baths ⋅ 73452478 MLS
BRAND NEW CONSTRUCTION just under one mile from historic Concord Center, with sidewalks leading all the way into town. Set on two private acres, 70 McCallar Lane offers the rare combination of timeless New England architecture, exceptional craftsmanship, and an unparalleled location. Designed for both elegant entertaining and comfortable everyday living, this 7,400+ square foot residence features beautifully proportioned living spaces, soaring 10-foot ceilings, expansive windows, custom millwork, and warm white oak floors throughout. The luxurious primary suite is a private retreat with a spa-inspired bath, while five en suite bedrooms provide exceptional comfort for family and guests. A home of remarkable quality in one of Concord's most sought-after locations—just moments from Concord Center's celebrated shops, restaurants, parks, and rich historic charm. Meet the Builder anytime and experience this exceptional home firsthand.

70 Mccallar Lane, Concord

Listing courtesy of Listing Agent: Jim J. D Agostine from Listing Office: Country Real Estate Inc..
$5,695,000
5 Beds ⋅ 7 Baths ⋅ 73499334 MLS
Once in a lifetime opportunity to own in Wellesley's most coveted premier historic location, Pond Road. Featuring the finest custom craftsmanship throughout, professionally engineered mechanical systems, smart house and professionally designed ultra high end finishes. Over 9400 sq ft of living space on 3 floors. The floor plan everybody wants with a 1200 sq ft great room and over 10 foot ceilings. Oversized mudroom and pantry. First floor includes white oak herring bone hardwoods. 2nd floor ceilings 14-20 feet! An incredible main suite. All bedrooms en-suite with walk-in closets. Plus a 2nd floor lounge room or incredible guest suite. Lower level is unprecedented with 17 ft ceiling in 1/2 court basketball/ rec room (size of space also work for squash) with viewing room including wet bar. Theatre/media room with additional wet bar plus a gym with full bath including steam shower. Large flat yard. Close to Wellesley trails and town center.

196 Pond Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$5,650,000
6 Beds ⋅ 6 Baths ⋅ 73528133 MLS
Located within coveted Salten Point, this custom home captures sweeping views of Barnstable Harbor and Sandy Neck Beach. The open floor plan features mahogany millwork, walls of windows, and a living room with a grand stone fireplace and den. A chef’s kitchen boasts a marble island, Sub-Zero/Wolf appliances, and access to a screened-in dining porch. Outdoor amenities include a covered deck, pool, outdoor kitchen, and fire pit. An en suite guest bedroom completes the main level. Upstairs, the primary suite offers a private balcony, fireplace, and luxury bath with a soaking tub and walk-in shower, alongside three additional bedrooms (one en suite, two sharing a Jack-and-Jill bath). The lower level features built-in bunks, a TV area, and a fitness room. Equipped with a 2-car garage, top-of-the-line HVAC with air purification and dehumidification, and town sewer, the property includes deeded water access for swimming and kayaking, and is walking distance to Barnstable Village.

22 Kent Road, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$5,650,000
7 Beds ⋅ 9 Baths ⋅ 73493729 MLS
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
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
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.
$5,499,000
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.Open House Sun (9/13) 2:30-4

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 ⋅ 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.
$5,475,000
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
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.
$5,225,000
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..
$5,150,000
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.
$5,100,000
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
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
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.

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