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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.

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.

$5,627,000

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

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

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.

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 White from Listing Office: LandVest, Inc., Concord.

$5,500,000

Welcome to 46 Pojac Point, a private waterfront compound set on 6.22 acres with more than 265 feet of frontage just before the mouth of the Potowomut River as it opens to Narragansett Bay. Extensively reconstructed from the studs, the approximately 6,800 sq. ft. residence was reimagined for refined coastal living, exceptional privacy & entertaining on a grand scale. Nearly every room captures water views, reinforcing the estate’s connection to its remarkable setting. Quarter-sawn white oak floors, custom cabinetry, Taj Mahal quartzite & marble countertops, limestone flooring with Sub-Zero & Wolf appliances reflect the highest quality throughout. The primary suite offers radiant floors, a steam shower & spa-inspired finishes, while a private theater, smart-home technology & whole-house generator add modern comfort. Outdoors, the estate becomes a private resort with a 30' x 60' heated saltwater pool, spa, waterfalls, fountains, expansive patios & pool cabana overlooking the water. A private mooring extends the lifestyle onto Narragansett Bay. A separate 3,000 sq. ft. carriage house offers finished guest accommodations. With a heated garage for approximately 12 vehicles across the main residence & carriage house, the estate is exceptionally well suited for the automobile collector. Gated access & extensive parking enhance privacy. Minutes to historic Main Street East Greenwich, golf courses, marinas & major highways, this rare coastal estate combines seclusion with convenience.

5 Beds ⋅ 6 Baths ⋅ 73588954 MLS

Welcome to 46 Pojac Point, a private waterfront compound set on 6.22 acres with more than 265 feet of frontage just before the mouth of the Potowomut River as it opens to Narragansett Bay. Extensively reconstructed from the studs, the approximately 6,800 sq. ft. residence was reimagined for refined coastal living, exceptional privacy & entertaining on a grand scale. Nearly every room captures water views, reinforcing the estate’s connection to its remarkable setting. Quarter-sawn white oak floors, custom cabinetry, Taj Mahal quartzite & marble countertops, limestone flooring with Sub-Zero & Wolf appliances reflect the highest quality throughout. The primary suite offers radiant floors, a steam shower & spa-inspired finishes, while a private theater, smart-home technology & whole-house generator add modern comfort. Outdoors, the estate becomes a private resort with a 30' x 60' heated saltwater pool, spa, waterfalls, fountains, expansive patios & pool cabana overlooking the water. A private mooring extends the lifestyle onto Narragansett Bay. A separate 3,000 sq. ft. carriage house offers finished guest accommodations. With a heated garage for approximately 12 vehicles across the main residence & carriage house, the estate is exceptionally well suited for the automobile collector. Gated access & extensive parking enhance privacy. Minutes to historic Main Street East Greenwich, golf courses, marinas & major highways, this rare coastal estate combines seclusion with convenience.

46 Pojac Point Rd, North Kingstown

Listing courtesy of Listing Agent: Emilio DiSpirito from Listing Office: Engel & Volkers Oceanside.

$5,500,000

Opportunities like this rarely come along. Set on over a 1.37 acre lot in one of Andover's most desirable neighborhoods, this stately brick-front home will be custom built by one of Andover's most respected custom home builders, known for exceptional craftsmanship and generous specifications throughout. Spanning four finished levels, the home offers remarkable flexibility for the way you live today. The main and second floors delivers thoughtfully designed living space, while a finished attic provides a versatile retreat for a home office, studio, or guest quarters. The finished walkout lower level opens directly to the expansive grounds, perfect for a media room, gym, or entertaining space with seamless indoor-outdoor flow. Construction begins upon a signed agreement, giving the buyer the chance to select custom finishes. Enjoy the rare combination of a brand-new custom home and an established, sought-after Andover location, close to the Pike school, Phillips Academy, downtown Andover, commuter rail to Boston and easy access to routes 93 and 495.

5 Beds ⋅ 9 Baths ⋅ 73586540 MLS

Opportunities like this rarely come along. Set on over a 1.37 acre lot in one of Andover's most desirable neighborhoods, this stately brick-front home will be custom built by one of Andover's most respected custom home builders, known for exceptional craftsmanship and generous specifications throughout. Spanning four finished levels, the home offers remarkable flexibility for the way you live today. The main and second floors delivers thoughtfully designed living space, while a finished attic provides a versatile retreat for a home office, studio, or guest quarters. The finished walkout lower level opens directly to the expansive grounds, perfect for a media room, gym, or entertaining space with seamless indoor-outdoor flow. Construction begins upon a signed agreement, giving the buyer the chance to select custom finishes. Enjoy the rare combination of a brand-new custom home and an established, sought-after Andover location, close to the Pike school, Phillips Academy, downtown Andover, commuter rail to Boston and easy access to routes 93 and 495.

6 Manning Way, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$5,500,000

Set in the HEART of Waban, this extraordinary six-bedroom, five-and-a-half-bath residence offers approximately 7,200 square feet of sophisticated living space designed for both grand entertaining and effortless everyday living. Thoughtfully crafted with an emphasis on indoor-outdoor living, the home seamlessly connects its elegant interiors with inviting outdoor spaces. Inside, rich hardwood flooring and beautifully appointed finishes create a warm, timeless atmosphere. Wainscoting, Crown molding and built-ins throughout the home. The Chef’s kitchen is outfitted with premium Wolf range and vent hood, pot-filler, two Fischer Pakel dishwashers, Sub-Zero refrigeration, granite countertops and elegant marble backsplash. A grand 11 ft. kitchen island seats eight and offers both exceptional functionality and refined style. A Dumbwaiter to service the lower level from the kitchen. Butlers pantry is equipped with two Asko dishwashers, sink and wine refrigerator. Primary suite appointed with Carrera marble bath w/walk-in shower and soaking tub. Never be without enough space in the oversized walk-in closets. Five additional spacious bedrooms all with ensuite baths. Third floor is a private space with two of the six bedrooms with full bath. The expansive open family room is outfitted with Pella collapsable doors that take you outside to your gorgeous IPE decking for extended entertaining! Two office spaces with one on first floor and another off the primary suite. Wellness and relaxation take center stage with a fully equipped private gym w/ Pella collapsable doors, rubber floor, water filtration dispenser. Sauna and luxurious steam showers to retreat after your workout. Wine cellar, lower level play room and lots of storage! Beautifully finished living areas and high-quality craftsmanship throughout complete this exceptional offering. EV car charger, whole house audio system, 12 seating theatre w/ surround sound. Solar panels. A rare combination of scale, luxury, and lifestyle in one of Waban’s most desirable settings. Top rated schools, nearby playground, close to Green Line, Rt. 9, Rt. 95. Too much to list for this stately home...You must see it for yourself!

6 Beds ⋅ 6 Baths ⋅ 73585633 MLS

Set in the HEART of Waban, this extraordinary six-bedroom, five-and-a-half-bath residence offers approximately 7,200 square feet of sophisticated living space designed for both grand entertaining and effortless everyday living. Thoughtfully crafted with an emphasis on indoor-outdoor living, the home seamlessly connects its elegant interiors with inviting outdoor spaces. Inside, rich hardwood flooring and beautifully appointed finishes create a warm, timeless atmosphere. Wainscoting, Crown molding and built-ins throughout the home. The Chef’s kitchen is outfitted with premium Wolf range and vent hood, pot-filler, two Fischer Pakel dishwashers, Sub-Zero refrigeration, granite countertops and elegant marble backsplash. A grand 11 ft. kitchen island seats eight and offers both exceptional functionality and refined style. A Dumbwaiter to service the lower level from the kitchen. Butlers pantry is equipped with two Asko dishwashers, sink and wine refrigerator. Primary suite appointed with Carrera marble bath w/walk-in shower and soaking tub. Never be without enough space in the oversized walk-in closets. Five additional spacious bedrooms all with ensuite baths. Third floor is a private space with two of the six bedrooms with full bath. The expansive open family room is outfitted with Pella collapsable doors that take you outside to your gorgeous IPE decking for extended entertaining! Two office spaces with one on first floor and another off the primary suite. Wellness and relaxation take center stage with a fully equipped private gym w/ Pella collapsable doors, rubber floor, water filtration dispenser. Sauna and luxurious steam showers to retreat after your workout. Wine cellar, lower level play room and lots of storage! Beautifully finished living areas and high-quality craftsmanship throughout complete this exceptional offering. EV car charger, whole house audio system, 12 seating theatre w/ surround sound. Solar panels. A rare combination of scale, luxury, and lifestyle in one of Waban’s most desirable settings. Top rated schools, nearby playground, close to Green Line, Rt. 9, Rt. 95. Too much to list for this stately home...You must see it for yourself!

91 Nehoiden Rd, Newton

Listing courtesy of Listing Agent: Diane Paolini from Listing Office: Coldwell Banker Realty - Sudbury.

$5,500,000

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.

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

Set on a beautifully flat lot in one of Wellesley’s most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 full and 2 half bathrooms, this thoughtfully designed home offers flexibility for today’s lifestyle. The stunning chef’s kitchen features a center island, top-of-the-line appliances, custom cabinetry, and separate walk-in pantry. Spacious living areas, elegant formal rooms, high ceilings, natural light, and beautiful finishes create an inviting atmosphere. The luxurious primary suite offers a private retreat, while the generous secondary bedrooms provide comfort for family and guests. Multiple spaces allow for work, recreation, and entertaining. The expansive backyard is ideal for outdoor enjoyment, conveniently located near Wellesley’s top-rated schools, town center, train, and major routes.

7 Beds ⋅ 9 Baths ⋅ 73536264 MLS

Set on a beautifully flat lot in one of Wellesley’s most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 full and 2 half bathrooms, this thoughtfully designed home offers flexibility for today’s lifestyle. The stunning chef’s kitchen features a center island, top-of-the-line appliances, custom cabinetry, and separate walk-in pantry. Spacious living areas, elegant formal rooms, high ceilings, natural light, and beautiful finishes create an inviting atmosphere. The luxurious primary suite offers a private retreat, while the generous secondary bedrooms provide comfort for family and guests. Multiple spaces allow for work, recreation, and entertaining. The expansive backyard is ideal for outdoor enjoyment, conveniently located near Wellesley’s top-rated schools, town center, train, and major routes.

45 Longmeadow Rd, Wellesley

Listing courtesy of Listing Agent: Lisa Sewall from Listing Office: Coldwell Banker Realty - Wellesley.

$5,499,900

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.

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

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.

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.

$5,495,000

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.

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

Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

6 Beds ⋅ 6 Baths ⋅ 73499732 MLS

Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

3 Stone Bridge Lane, Milton

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

$5,495,000

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.

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

An extraordinary custom built coastal estate beautifully positioned in one of New Seabury’s most coveted settings with sweeping panoramic views of Nantucket Sound. Offering approximately 6000 sq. Ft. is sophisticated enjoyment across 3 levels of comfortable living! The 4 BR/4.5 bath residence embodies the finest in Cape Cod relaxed seaside living. Supersized open kitchen, open to DR and family room. A spacious first floor Primary bedroom with custom double vanity bath, large step in tiled shower. Walk in closet. 2 additional bedrooms all with private baths and walk in closets, A 2 nd primary BR with oversized walk in closet and huge bath w/dble vanity and super sized tiled shower. 2nd and 3rd flr. Entertainment rooms with deck and fabulous views!

4 Beds ⋅ 5 Baths ⋅ 73579376 MLS

An extraordinary custom built coastal estate beautifully positioned in one of New Seabury’s most coveted settings with sweeping panoramic views of Nantucket Sound. Offering approximately 6000 sq. Ft. is sophisticated enjoyment across 3 levels of comfortable living! The 4 BR/4.5 bath residence embodies the finest in Cape Cod relaxed seaside living. Supersized open kitchen, open to DR and family room. A spacious first floor Primary bedroom with custom double vanity bath, large step in tiled shower. Walk in closet. 2 additional bedrooms all with private baths and walk in closets, A 2 nd primary BR with oversized walk in closet and huge bath w/dble vanity and super sized tiled shower. 2nd and 3rd flr. Entertainment rooms with deck and fabulous views!

53 Triton Way, Mashpee

Listing courtesy of Listing Agent: Priscilla Stolba from Listing Office: Priscilla Stolba RE.

$5,490,000

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.

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

OFFERED ON A SUNSET VIEW WITH LARGE SKY VIEWS! A WORLD-CLASS BOSTON ARCHITECT designed a spectacular home incorporating the historic GREENOUGH BARN! Dramatic living space plus an additional 915 s.f heated and cooled garage/workshop designed for 3 car lifts/6 car storage! The barn frame that will be used in the architectural elements throughout the main living area originate from a relocated barn that was on Carlisle conservation land! 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 actively farmed. 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, wine celler, additional office space or as a creative recreation area. Designed to ENJOY THE LARGE SKY & SPECTACULAR SUNSET VIEWS! Rare Opportunity - permit approved!

4 Beds ⋅ 6 Baths ⋅ 73387997 MLS

OFFERED ON A SUNSET VIEW WITH LARGE SKY VIEWS! A WORLD-CLASS BOSTON ARCHITECT designed a spectacular home incorporating the historic GREENOUGH BARN! Dramatic living space plus an additional 915 s.f heated and cooled garage/workshop designed for 3 car lifts/6 car storage! The barn frame that will be used in the architectural elements throughout the main living area originate from a relocated barn that was on Carlisle conservation land! 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 actively farmed. 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, wine celler, additional office space or as a creative 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.

$5,450,000

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.

6 Beds ⋅ 7 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: .

$5,450,000

Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham. Encompassing over 4,000 sqft, this exceptional 5-bedroom, 4-1/2 bath residence blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A first-floor primary suite offers a private retreat w/tranquil water views, private bath & walk-in-closet. Four additional water view bedrooms provide comfort and flexibility for guests. A walk-out lower level expands living space with an entertainment room and full bath. New HVAC w/natural gas heat, Central A/C, outside shower, well-irrigation, spacious deck, yard with pool potential, and private stairs to the water. Beautifully sited on 1.83 acres of pastoral grounds, you'll enjoy over 230 feet of frontage on one of the most desirable boating waterways in Chatham PLUS deeded rights to a boat house steps away!

5 Beds ⋅ 5 Baths ⋅ 73506909 MLS

Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham. Encompassing over 4,000 sqft, this exceptional 5-bedroom, 4-1/2 bath residence blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A first-floor primary suite offers a private retreat w/tranquil water views, private bath & walk-in-closet. Four additional water view bedrooms provide comfort and flexibility for guests. A walk-out lower level expands living space with an entertainment room and full bath. New HVAC w/natural gas heat, Central A/C, outside shower, well-irrigation, spacious deck, yard with pool potential, and private stairs to the water. Beautifully sited on 1.83 acres of pastoral grounds, you'll enjoy over 230 feet of frontage on one of the most desirable boating waterways in Chatham PLUS deeded rights to a boat house steps away!

70 Judges Way, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$5,395,000

There are few settings on Cape Cod quite like this—and even fewer homes built with this level of thought, scale, and finish. Tucked privately along Ashumet Pond on 1.40 acres, this nearly 8,000-square-foot waterfront estate was clearly designed for an end user, with exceptional attention paid not only to aesthetics, but to how the home lives day to day. Seven fireplaces, soaring ceilings, dramatic expanses of glass, beautifully considered finishes, and water views from nearly every room create a residence that feels both substantial and remarkably refined. The home unfolds effortlessly for entertaining and everyday living, with a beautifully appointed chef’s kitchen, a second full kitchen on the lower level, wet bar, media room, wine cellar, and multiple gathering spaces oriented toward the water. Four en-suite bedrooms include two primary suites, while a private office, gym, laundry hookups on every floor, and a heated garage speak to a level of planning and convenience rarely found in a home of this scale. Outside, the setting is equally exceptional, with a pool, generous terraces, fire pit, outdoor shower, private beach, and brand-new private dock offering direct access to Ashumet Pond. This is the rare property where the architecture, amenities, craftsmanship, and setting have already been considered in full—allowing the next owner to simply move in and enjoy a home that would be extraordinarily difficult to replicate today.

4 Beds ⋅ 7 Baths ⋅ 73583739 MLS

There are few settings on Cape Cod quite like this—and even fewer homes built with this level of thought, scale, and finish. Tucked privately along Ashumet Pond on 1.40 acres, this nearly 8,000-square-foot waterfront estate was clearly designed for an end user, with exceptional attention paid not only to aesthetics, but to how the home lives day to day. Seven fireplaces, soaring ceilings, dramatic expanses of glass, beautifully considered finishes, and water views from nearly every room create a residence that feels both substantial and remarkably refined. The home unfolds effortlessly for entertaining and everyday living, with a beautifully appointed chef’s kitchen, a second full kitchen on the lower level, wet bar, media room, wine cellar, and multiple gathering spaces oriented toward the water. Four en-suite bedrooms include two primary suites, while a private office, gym, laundry hookups on every floor, and a heated garage speak to a level of planning and convenience rarely found in a home of this scale. Outside, the setting is equally exceptional, with a pool, generous terraces, fire pit, outdoor shower, private beach, and brand-new private dock offering direct access to Ashumet Pond. This is the rare property where the architecture, amenities, craftsmanship, and setting have already been considered in full—allowing the next owner to simply move in and enjoy a home that would be extraordinarily difficult to replicate today.

26 Wheeler Rd, Mashpee

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$5,395,000

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.

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

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.

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

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.

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

October Hill, the original estate on Paine Avenue in historic Prides Crossing reflects the quiet grace and coastal character that define Boston’s Gold Coast. This magnificent 2.6 acre private property features original Olmsted-designed gardens, southern exposure, and breathtaking views of Baker’s and Misery Islands and Salem Sound, plus private beach access and a current mooring off the beach. Cherished and meticulously maintained by the same owners for more than 35 years, the home has benefited from several significant updates in the past 2 years including new windows, upgraded electrical systems, updated Primary suite and bath with custom walk-in closet, refinished floors, and fresh exterior and interior paint. Inside, timeless craftsmanship shines through original custom woodwork, hardwood floors, soaring ceilings, fireplaces, and an expansive eat-in kitchen. Ideal setting for both everyday living and elegant entertaining. A home gym, outdoor shower, hot tub and game room bring a touch of resort-style ease to daily life.

5 Beds ⋅ 8 Baths ⋅ 73586522 MLS

October Hill, the original estate on Paine Avenue in historic Prides Crossing reflects the quiet grace and coastal character that define Boston’s Gold Coast. This magnificent 2.6 acre private property features original Olmsted-designed gardens, southern exposure, and breathtaking views of Baker’s and Misery Islands and Salem Sound, plus private beach access and a current mooring off the beach. Cherished and meticulously maintained by the same owners for more than 35 years, the home has benefited from several significant updates in the past 2 years including new windows, upgraded electrical systems, updated Primary suite and bath with custom walk-in closet, refinished floors, and fresh exterior and interior paint. Inside, timeless craftsmanship shines through original custom woodwork, hardwood floors, soaring ceilings, fireplaces, and an expansive eat-in kitchen. Ideal setting for both everyday living and elegant entertaining. A home gym, outdoor shower, hot tub and game room bring a touch of resort-style ease to daily life.

23 Paine Avenue, Beverly

Listing courtesy of Listing Agent: Gretchen Berg from Listing Office: J. Barrett & Company.

$5,300,000

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.

3 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

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.

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

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.

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..

$5,295,000

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

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.

$5,250,000

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.

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.

$5,225,000

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.

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

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.

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.