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Welcome to this stunning center-entrance Colonial in Brookline's Chestnut Hill estate area, set on a level half-acre lot. This expansive home features 4+ bedrooms, 4 full and 1 half baths & offers over 4,895 square feet across three finished levels. The foyer opens to a fireplaced living room and a formal dining room that seats 12. The Chef’s kitchen features a Wolf range, Sub-Zero refrigerator, double wall ovens including steam, Cove dishwashers, two sinks, custom cabinetry & granite counters. A library with built-ins cabinetry sits off the dining room & kithcen. The family room, with gas fireplace opens through French doors to a bluestone patio and a broad, fenced, level yard. Upstairs, the primary suite includes a private balcony, Carrara marble bath, dressing area, and two walk-in closets. Three additional bedrooms and two full baths & laundry complete the floor. The lower level consists of a media/playroom, gym, wet bar, beautiful full bath with glass enclosed shower + another set of laundry. Central air & Sonos throughout, EV charging & 2-car garage. Close proximity to the D Line at Chestnut Hill, shops and restaurants at The Street at Chestnut Hill, Soule Playground, and Dane Park.

4 Beds ⋅ 5 Baths ⋅ 73573585 MLS

Welcome to this stunning center-entrance Colonial in Brookline's Chestnut Hill estate area, set on a level half-acre lot. This expansive home features 4+ bedrooms, 4 full and 1 half baths & offers over 4,895 square feet across three finished levels. The foyer opens to a fireplaced living room and a formal dining room that seats 12. The Chef’s kitchen features a Wolf range, Sub-Zero refrigerator, double wall ovens including steam, Cove dishwashers, two sinks, custom cabinetry & granite counters. A library with built-ins cabinetry sits off the dining room & kithcen. The family room, with gas fireplace opens through French doors to a bluestone patio and a broad, fenced, level yard. Upstairs, the primary suite includes a private balcony, Carrara marble bath, dressing area, and two walk-in closets. Three additional bedrooms and two full baths & laundry complete the floor. The lower level consists of a media/playroom, gym, wet bar, beautiful full bath with glass enclosed shower + another set of laundry. Central air & Sonos throughout, EV charging & 2-car garage. Close proximity to the D Line at Chestnut Hill, shops and restaurants at The Street at Chestnut Hill, Soule Playground, and Dane Park.

17 Glenoe Rd, Brookline

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

Waban Gem. This stunning young Colonial thoughtfully updated throughout features 5 bedrooms, 4.5-bathrooms & boasts over 6,000 square feet of beautifully appointed living space on a .36-acre lot. This property impresses from the moment you enter the dramatic two-story foyer. Entertain with ease in the elegant living room with custom built-ins and the oversized dining room. The chef’s kitchen is a dream with marble countertops, premium stainless steel appliances, and open flow to the family room with fireplace. An office, mudroom, laundry room & 1/2 bath complete the 1st floor. Upstairs, unwind in the luxurious primary suite featuring a spa-like bath & expansive walk-in closet flanked by 3 add'l bedrooms & 2 full baths, on e with laundry. A finished third-floor playroom with skylights, lower-level great room, gym & full bath round out this dream home. Enjoy the outdoors on your deck, patio, sport court & landscaped yard. Two-car garage. 1/3 of a mile to Zervas school & blocks from shops, transportation and more!

5 Beds ⋅ 5 Baths ⋅ 73572692 MLS

Waban Gem. This stunning young Colonial thoughtfully updated throughout features 5 bedrooms, 4.5-bathrooms & boasts over 6,000 square feet of beautifully appointed living space on a .36-acre lot. This property impresses from the moment you enter the dramatic two-story foyer. Entertain with ease in the elegant living room with custom built-ins and the oversized dining room. The chef’s kitchen is a dream with marble countertops, premium stainless steel appliances, and open flow to the family room with fireplace. An office, mudroom, laundry room & 1/2 bath complete the 1st floor. Upstairs, unwind in the luxurious primary suite featuring a spa-like bath & expansive walk-in closet flanked by 3 add'l bedrooms & 2 full baths, on e with laundry. A finished third-floor playroom with skylights, lower-level great room, gym & full bath round out this dream home. Enjoy the outdoors on your deck, patio, sport court & landscaped yard. Two-car garage. 1/3 of a mile to Zervas school & blocks from shops, transportation and more!

93 Beethoven Ave, Newton

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

A masterclass in modern design, in Perfect Harmony with nature. Turtle Hill House is a striking expression of modern coastal living, thoughtfully designed to embrace its extraordinary Wellfleet setting. Perched high among the treetops, the home feels immersed in the surrounding landscape, with expansive glass, abundant natural light and views that create a seamless connection between indoors and out. Even the property's name speaks to its setting, where turtles return to nest in the front yard. Inside, a European kitchen with concrete countertops and high-end stainless steel appliances is complemented by sequentially matched maple paneling throughout the kitchen, living and dining spaces. A dramatic steel and maple stairway adds an architectural focal point, while multiple decks extend the living spaces outdoors and take full advantage of the surrounding treetop and marsh views. With an association beach and tennis courts close by, and the natural beauty of Wellfleet all around, this sophisticated and wonderfully unexpected home offers an entirely new way to experience Cape Cod.

4 Beds ⋅ 4 Baths ⋅ 22604262 MLS

A masterclass in modern design, in Perfect Harmony with nature. Turtle Hill House is a striking expression of modern coastal living, thoughtfully designed to embrace its extraordinary Wellfleet setting. Perched high among the treetops, the home feels immersed in the surrounding landscape, with expansive glass, abundant natural light and views that create a seamless connection between indoors and out. Even the property's name speaks to its setting, where turtles return to nest in the front yard. Inside, a European kitchen with concrete countertops and high-end stainless steel appliances is complemented by sequentially matched maple paneling throughout the kitchen, living and dining spaces. A dramatic steel and maple stairway adds an architectural focal point, while multiple decks extend the living spaces outdoors and take full advantage of the surrounding treetop and marsh views. With an association beach and tennis courts close by, and the natural beauty of Wellfleet all around, this sophisticated and wonderfully unexpected home offers an entirely new way to experience Cape Cod.

50 Anawan Road, Wellfleet

Listing courtesy of Listing Agent: LUXRECapeCod (info@LUXRECapeCod.com) from Listing Office: LuxRECapeCod, Inc..

A rare offering in one of Scituate’s most coveted coastal settings, this exceptional custom New England shingle-style estate is privately sited on 4.09 beautifully manicured acres, 50 feet high, just moments from Minot Beach, North Scituate Village, Cohasset Harbor and Village. Views of Hatherly Country Club, the Gulf River and glimpses of the ocean create a captivating backdrop that beautifully complements the home’s coastal setting. Offering approximately 6,200 sq. ft. across four levels, the home showcases timeless architecture, exceptional craftsmanship and thoughtfully designed spaces for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring custom cabinetry, a generous double thick granite center island and high-end Thermador appliances. An adjoining breakfast area opens to the outdoor patios, while the butler’s pantry with wet bar and wine refrigerator connects seamlessly to the elegant formal dining room. The inviting living room is anchored by a wood-burning fireplace with marble surround, while a private study, detailed millwork, coffered ceilings and a distinctive custom compass inlay in the foyer add architectural character throughout the main level. Upstairs, the serene primary suite offers a gas fireplace, sitting area, spacious custom walk-in closets and a spa-inspired bath with radiant heated floors, marble countertops, oversized tiled shower and air-jet tub. Three additional bedrooms are each ensuite, providing exceptional comfort, privacy & spacious closets. A dedicated second-floor laundry adds everyday convenience. The third floor expands the home's entertaining possibilities with a family room and theater setup featuring an Atmos surround sound and 4K projector. The approximately 1,300 sq. ft. partially finished lower level with LVT flooring provides additional flexible space for recreation, fitness or a playroom. Outdoors, mature professional landscaping creates a private retreat complemented by natural stone patios, fieldstone walls, a wraparound farmer’s porch, extensive landscape lighting and a newly repaved driveway. A heated three-car garage, high-efficiency systems, radiant heat, impact-resistant Marvin windows, irrigation with a separate well and numerous custom details complete this distinctive coastal property. An extraordinary combination of privacy, scale, craftsmanship and location — offering refined coastal living within easy reach of The Commuter Rail to Boston.

4 Beds ⋅ 5 Baths ⋅ 73569447 MLS

A rare offering in one of Scituate’s most coveted coastal settings, this exceptional custom New England shingle-style estate is privately sited on 4.09 beautifully manicured acres, 50 feet high, just moments from Minot Beach, North Scituate Village, Cohasset Harbor and Village. Views of Hatherly Country Club, the Gulf River and glimpses of the ocean create a captivating backdrop that beautifully complements the home’s coastal setting. Offering approximately 6,200 sq. ft. across four levels, the home showcases timeless architecture, exceptional craftsmanship and thoughtfully designed spaces for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring custom cabinetry, a generous double thick granite center island and high-end Thermador appliances. An adjoining breakfast area opens to the outdoor patios, while the butler’s pantry with wet bar and wine refrigerator connects seamlessly to the elegant formal dining room. The inviting living room is anchored by a wood-burning fireplace with marble surround, while a private study, detailed millwork, coffered ceilings and a distinctive custom compass inlay in the foyer add architectural character throughout the main level. Upstairs, the serene primary suite offers a gas fireplace, sitting area, spacious custom walk-in closets and a spa-inspired bath with radiant heated floors, marble countertops, oversized tiled shower and air-jet tub. Three additional bedrooms are each ensuite, providing exceptional comfort, privacy & spacious closets. A dedicated second-floor laundry adds everyday convenience. The third floor expands the home's entertaining possibilities with a family room and theater setup featuring an Atmos surround sound and 4K projector. The approximately 1,300 sq. ft. partially finished lower level with LVT flooring provides additional flexible space for recreation, fitness or a playroom. Outdoors, mature professional landscaping creates a private retreat complemented by natural stone patios, fieldstone walls, a wraparound farmer’s porch, extensive landscape lighting and a newly repaved driveway. A heated three-car garage, high-efficiency systems, radiant heat, impact-resistant Marvin windows, irrigation with a separate well and numerous custom details complete this distinctive coastal property. An extraordinary combination of privacy, scale, craftsmanship and location — offering refined coastal living within easy reach of The Commuter Rail to Boston.

8 Border St, Scituate

Listing courtesy of Listing Agent: Shannon King from Listing Office: Corcoran Property Advisors.

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of manicured grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and endless coastal recreation. A long private driveway delivers you into a world apart. The contemporary home features over 3500 square feet of living space and centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are fully immersed in the surrounding waterscape and anchored by a two story fireplace. A sunroom captures the quieter, sheltered side of the shoreline, and the finished lower level offers room to expand living space. Four bedrooms include a private primary suite with its own deck and expansive bath. Outside, immaculate grounds rich with coastal plantings give way to a fenced rear yard and a wooden staircase descending to the waterfront -- where a private beach and Little Pleasant Bay await. Generational. Irreplaceable. Quintessential Cape Cod!

4 Beds ⋅ 5 Baths ⋅ 22602956 MLS

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of manicured grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and endless coastal recreation. A long private driveway delivers you into a world apart. The contemporary home features over 3500 square feet of living space and centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are fully immersed in the surrounding waterscape and anchored by a two story fireplace. A sunroom captures the quieter, sheltered side of the shoreline, and the finished lower level offers room to expand living space. Four bedrooms include a private primary suite with its own deck and expansive bath. Outside, immaculate grounds rich with coastal plantings give way to a fenced rear yard and a wooden staircase descending to the waterfront -- where a private beach and Little Pleasant Bay await. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Lane, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group (aschofield@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

Tucked behind mature landscaping on a beautifully private 1 acre setting, this extraordinary Southport residence is a home that reveals itself slowly, filled with warmth, character, and timeless craftsmanship. Designed for both everyday living and effortless entertaining, the nearly 6,000 SF home offers 6 bedrooms, 5.5 baths, soaring beamed ceilings, reclaimed wood, antique doors, wide-plank floors, and an exceptional collection of gathering spaces. The heart of the home is an inviting chef's kitchen that opens seamlessly to the family room, while the dramatic great room, lined with floor-to-ceiling bookcases and a library ladder, creates a space unlike anything else on the market. A private 1st floor guest suite, elegant library, and luxurious primary suite with fireplace complete the home's thoughtful design. Outside, the property feels more like a private resort than a backyard. Stone terraces surround a spectacular Gunite pool and spa with 3 cascading fountains, complemented by a beautifully appointed pool house, covered outdoor dining beneath a bamboo canopy, built-in grilling area, fire pit, and integrated sound system, creating an unforgettable setting for summer gatherings or quiet evenings at home. Located just minutes from Southport Village, beaches, Metro-North, restaurants, shopping, and top-rated public and private schools, 1061 Cedar Road offers the rare combination of architectural distinction, exceptional privacy, and an effortless Connecticut lifestyle.

6 Beds ⋅ 6 Baths ⋅ 24198399 MLS

Tucked behind mature landscaping on a beautifully private 1 acre setting, this extraordinary Southport residence is a home that reveals itself slowly, filled with warmth, character, and timeless craftsmanship. Designed for both everyday living and effortless entertaining, the nearly 6,000 SF home offers 6 bedrooms, 5.5 baths, soaring beamed ceilings, reclaimed wood, antique doors, wide-plank floors, and an exceptional collection of gathering spaces. The heart of the home is an inviting chef's kitchen that opens seamlessly to the family room, while the dramatic great room, lined with floor-to-ceiling bookcases and a library ladder, creates a space unlike anything else on the market. A private 1st floor guest suite, elegant library, and luxurious primary suite with fireplace complete the home's thoughtful design. Outside, the property feels more like a private resort than a backyard. Stone terraces surround a spectacular Gunite pool and spa with 3 cascading fountains, complemented by a beautifully appointed pool house, covered outdoor dining beneath a bamboo canopy, built-in grilling area, fire pit, and integrated sound system, creating an unforgettable setting for summer gatherings or quiet evenings at home. Located just minutes from Southport Village, beaches, Metro-North, restaurants, shopping, and top-rated public and private schools, 1061 Cedar Road offers the rare combination of architectural distinction, exceptional privacy, and an effortless Connecticut lifestyle.

1061 Cedar Rd, Fairfield

Listing courtesy of Libby Tritschler from William Raveis Real Estate. (203) 913-9454 (203) 255-6841

Grand View. Set high above Commercial Street in Provincetown's coveted East End, this distinguished residence enjoys panoramic views of Provincetown Harbor, Long Point, and Cape Cod Bay from a rare 1.19-acre setting. Built circa 1880, it became the summer home of renowned painter Max Bohm in 1916 and has remained in the same family ever since, a remarkable legacy reflecting Provincetown's enduring artistic heritage. The residence offers approximately 2,166 square feet with four bedrooms and two baths. Spanning the full width of the home, the living room is anchored by a striking five-sided bay window with a built-in window seat, creating a gracious space for gathering while framing the natural beauty beyond. An expansive covered porch embraces the ever-changing light and spectacular harbor views. A stairway leads you down to the street. The rear of the property abuts protected conservation land extending to Route 6, ensuring an exceptional sense of privacy. One of the largest residential parcels in Provincetown, Grand View is a setting of rare beauty and enduring significance.

4 Beds ⋅ 2 Baths ⋅ 22603390 MLS

Grand View. Set high above Commercial Street in Provincetown's coveted East End, this distinguished residence enjoys panoramic views of Provincetown Harbor, Long Point, and Cape Cod Bay from a rare 1.19-acre setting. Built circa 1880, it became the summer home of renowned painter Max Bohm in 1916 and has remained in the same family ever since, a remarkable legacy reflecting Provincetown's enduring artistic heritage. The residence offers approximately 2,166 square feet with four bedrooms and two baths. Spanning the full width of the home, the living room is anchored by a striking five-sided bay window with a built-in window seat, creating a gracious space for gathering while framing the natural beauty beyond. An expansive covered porch embraces the ever-changing light and spectacular harbor views. A stairway leads you down to the street. The rear of the property abuts protected conservation land extending to Route 6, ensuring an exceptional sense of privacy. One of the largest residential parcels in Provincetown, Grand View is a setting of rare beauty and enduring significance.

676 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Gregg Russo (gregg.russo@raveis.com) from Listing Office: William Raveis Real Estate & Home Services.

Set privately in one of Vineyard Haven's most tranquil enclaves, 30 Water Gate Road is a rare legacy offering defined by pastoral beauty and access to Lake Tashmoo. The nearly 5,000-square-foot residence offers five bedrooms and generous living spaces designed for gathering and quiet retreat, with an effortless indoor-outdoor flow. Bedrooms are thoughtfully arranged in separate wings, with a private primary suite overlooking neighboring lawns, gardens, and conservation land. The inviting living room is anchored by a massive wood-burning fireplace and beautiful hardwood floors, while the chef's kitchen connects seamlessly to indoor and outdoor entertaining spaces. An attached two-car garage adds convenience. Outside, wide lawns, mature plantings, a classic stone wall, and a fenced vegetable garden create a timeless Vineyard setting. A post-and-beam barn offers flexible space for storage, recreation, or a workshop. Ownership includes neighborhood tennis courts and a dock on Lake Tashmoo for boating, paddling, and swimming. A rare opportunity to enjoy an up-island setting with the convenience of nearby Vineyard Haven shops, restaurants, and the ferry.

5 Beds ⋅ 5 Baths ⋅ 22603552 MLS

Set privately in one of Vineyard Haven's most tranquil enclaves, 30 Water Gate Road is a rare legacy offering defined by pastoral beauty and access to Lake Tashmoo. The nearly 5,000-square-foot residence offers five bedrooms and generous living spaces designed for gathering and quiet retreat, with an effortless indoor-outdoor flow. Bedrooms are thoughtfully arranged in separate wings, with a private primary suite overlooking neighboring lawns, gardens, and conservation land. The inviting living room is anchored by a massive wood-burning fireplace and beautiful hardwood floors, while the chef's kitchen connects seamlessly to indoor and outdoor entertaining spaces. An attached two-car garage adds convenience. Outside, wide lawns, mature plantings, a classic stone wall, and a fenced vegetable garden create a timeless Vineyard setting. A post-and-beam barn offers flexible space for storage, recreation, or a workshop. Ownership includes neighborhood tennis courts and a dock on Lake Tashmoo for boating, paddling, and swimming. A rare opportunity to enjoy an up-island setting with the convenience of nearby Vineyard Haven shops, restaurants, and the ferry.

30 Water Gate Road, Vineyard Haven

Listing courtesy of Listing Agent: Peyton Wallace (peyton@studiorealty.com) from Listing Office: Studio Realty LLC.

BELL ISLAND CONNECTICUT. Experience the best of waterfront living on sought-after Bell Island. Perfectly perched to capture beautiful water views, this exceptional home offers peace of mind and an unmatched coastal lifestyle. Featuring 3 spacious bedrooms, 3 full baths and 1 half bath, the home is designed for both comfortable everyday living and effortless entertaining. The expansive great room with cozy fireplace serves as the heart of the home, while large windows capture the scenic water views. Step outside to two private decks, perfect for enjoying your morning coffee, hosting friends, or taking in spectacular sunsets over the water. Whether you are looking for a year-round residence or the perfect coastal retreat, this Bell Island gem combines timeless charm, generous living spaces, and an enviable location just moments from the shoreline including two private park/beach areas.

3 Beds ⋅ 4 Baths ⋅ 24192999 MLS

BELL ISLAND CONNECTICUT. Experience the best of waterfront living on sought-after Bell Island. Perfectly perched to capture beautiful water views, this exceptional home offers peace of mind and an unmatched coastal lifestyle. Featuring 3 spacious bedrooms, 3 full baths and 1 half bath, the home is designed for both comfortable everyday living and effortless entertaining. The expansive great room with cozy fireplace serves as the heart of the home, while large windows capture the scenic water views. Step outside to two private decks, perfect for enjoying your morning coffee, hosting friends, or taking in spectacular sunsets over the water. Whether you are looking for a year-round residence or the perfect coastal retreat, this Bell Island gem combines timeless charm, generous living spaces, and an enviable location just moments from the shoreline including two private park/beach areas.

14 Rocky Point Rd, Norwalk

Listing courtesy of Sheree Frank from Houlihan Lawrence. (203) 249-9396 (203) 655-8238

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home’s striking presence is undeniable. A porte-cochère welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef’s kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home’s most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home’s entertainment offerings. The seamless connection between indoor and outdoor living is one of the home’s greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

4 Beds ⋅ 6 Baths ⋅ 5096846 MLS

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home’s striking presence is undeniable. A porte-cochère welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef’s kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home’s most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home’s entertainment offerings. The seamless connection between indoor and outdoor living is one of the home’s greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

816 Black Bear Rd, Jamaica

Listing courtesy of Betsy Wadsworth from Four Seasons Sotheby's Int'l Realty. ()

8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

4 Beds ⋅ 6 Baths ⋅ 73541133 MLS

8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

8 Lawrence St, Boston

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

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

4 Beds ⋅ 5 Baths ⋅ 73539001 MLS

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Ln, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

Let’s get to the point. Those who know Newfound Lake will understand what we’re talking about. Many are of the opinion that Whittemore Point is the prime spot of the lake. This particular location is most prized with panoramic westerly facing views of the Ledges, Little & Big Sugarloaf, and Bear Mountain… all areas of protected conservation lands. Custom-crafted newer home at the water’s edge with all the updated refinements and conveniences to make lake living worry free. As finely a designed waterfront as you could imagine with hand laid stonework, patio, docking system, and (2) moorings. Complete in every sense of the word and super low Bridgewater taxes make this unparalleled. Showings start with the Open House on Saturday June 27 from 12-3pm.

3 Beds ⋅ 3 Baths ⋅ 5095771 MLS

Let’s get to the point. Those who know Newfound Lake will understand what we’re talking about. Many are of the opinion that Whittemore Point is the prime spot of the lake. This particular location is most prized with panoramic westerly facing views of the Ledges, Little & Big Sugarloaf, and Bear Mountain… all areas of protected conservation lands. Custom-crafted newer home at the water’s edge with all the updated refinements and conveniences to make lake living worry free. As finely a designed waterfront as you could imagine with hand laid stonework, patio, docking system, and (2) moorings. Complete in every sense of the word and super low Bridgewater taxes make this unparalleled. Showings start with the Open House on Saturday June 27 from 12-3pm.

203 Shore Dr N, Bridgewater

Listing courtesy of Durward Miller Jr. from Coldwell Banker Old Mill Properties/B. ()

Ideally situated along the shores of Lake Sunapee and just moments from vibrant Sunapee Harbor, this exceptional waterfront residence offers the perfect blend of luxury, comfort, and lakeside charm. Boasting an expansive shoreline and a deep-water boathouse with rooftop deck, the property provides a front-row seat to Sunapee's renowned Fourth of July fireworks and spectacular sunsets across the water. Designed for both entertaining and everyday enjoyment, the property features generous outdoor living spaces, including multiple decks, patios, and balconies overlooking the lake. The level lawn is ideal for games, gatherings, and relaxing afternoons spent watching boats glide by. Inside, the thoughtfully designed floor plan accommodates intimate family living as well as larger groups. The open-concept main level centers around a gourmet kitchen and lakefront dining area, flowing seamlessly into a welcoming living room with fireplace. An enclosed porch offers additional space to unwind while enjoying water views. The first floor also includes a bedroom, a spa-inspired bath with soaking tub, and convenient laundry facilities. Upstairs, the lakefront primary suite serves as a private retreat, featuring a balcony overlooking the water and an en-suite bath. Three additional bedrooms share a well-appointed three-quarter bath, providing ample space for family and guests. A substantial two-story garage offers indoor parking for three vehicles, along with extensive workshop, storage, and hobby space. Enjoy the best of the Lake Sunapee lifestyle with an easy stroll to Sunapee Harbor's restaurants, shops, live music, concerts, farmers market, and community events. Daily walks along the scenic 3.5-mile Burkehaven Loop begin right outside your door. From summer boating and waterfront entertaining to peaceful evenings watching the sunset, this remarkable property offers a rare opportunity to experience lake living at its finest.

5 Beds ⋅ 3 Baths ⋅ 5092681 MLS

Ideally situated along the shores of Lake Sunapee and just moments from vibrant Sunapee Harbor, this exceptional waterfront residence offers the perfect blend of luxury, comfort, and lakeside charm. Boasting an expansive shoreline and a deep-water boathouse with rooftop deck, the property provides a front-row seat to Sunapee's renowned Fourth of July fireworks and spectacular sunsets across the water. Designed for both entertaining and everyday enjoyment, the property features generous outdoor living spaces, including multiple decks, patios, and balconies overlooking the lake. The level lawn is ideal for games, gatherings, and relaxing afternoons spent watching boats glide by. Inside, the thoughtfully designed floor plan accommodates intimate family living as well as larger groups. The open-concept main level centers around a gourmet kitchen and lakefront dining area, flowing seamlessly into a welcoming living room with fireplace. An enclosed porch offers additional space to unwind while enjoying water views. The first floor also includes a bedroom, a spa-inspired bath with soaking tub, and convenient laundry facilities. Upstairs, the lakefront primary suite serves as a private retreat, featuring a balcony overlooking the water and an en-suite bath. Three additional bedrooms share a well-appointed three-quarter bath, providing ample space for family and guests. A substantial two-story garage offers indoor parking for three vehicles, along with extensive workshop, storage, and hobby space. Enjoy the best of the Lake Sunapee lifestyle with an easy stroll to Sunapee Harbor's restaurants, shops, live music, concerts, farmers market, and community events. Daily walks along the scenic 3.5-mile Burkehaven Loop begin right outside your door. From summer boating and waterfront entertaining to peaceful evenings watching the sunset, this remarkable property offers a rare opportunity to experience lake living at its finest.

91 Lake Ave, Sunapee

Listing courtesy of Pamela Perkins from Four Seasons Sotheby's Int'l Realty. ()

A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms and five full bathrooms and one powder room. A grand living room, complete with a two-story fireplace and windows on three sides, opens to two decks overlooking the rear yard. The spacious formal dining room, equipped with a gas fireplace and soft indirect lighting, is ideal for hosting formal gatherings. The chef's-eat-in kitchen, generously furnished with ample cabinetry, marble countertops, connects to a large deck and a granite patio, facilitating seamless outdoor dining. The primary level's main suite features French doors to the gardens, a luxurious bath, two walk-in closets, and a private sitting room. Three additional ensuite bedrooms complete the main level. The lower level offers a media room, a game room, a bunk room with built-in beds, a spa bath, and a laundry facility. A separate guest cottage provides a cozy retreat with two bedrooms, two bathrooms, a vaulted great room, a kitchenette, a fireplace, and a wrap-around deck. A must see!

5 Beds ⋅ 6 Baths ⋅ 24177581 MLS

A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms and five full bathrooms and one powder room. A grand living room, complete with a two-story fireplace and windows on three sides, opens to two decks overlooking the rear yard. The spacious formal dining room, equipped with a gas fireplace and soft indirect lighting, is ideal for hosting formal gatherings. The chef's-eat-in kitchen, generously furnished with ample cabinetry, marble countertops, connects to a large deck and a granite patio, facilitating seamless outdoor dining. The primary level's main suite features French doors to the gardens, a luxurious bath, two walk-in closets, and a private sitting room. Three additional ensuite bedrooms complete the main level. The lower level offers a media room, a game room, a bunk room with built-in beds, a spa bath, and a laundry facility. A separate guest cottage provides a cozy retreat with two bedrooms, two bathrooms, a vaulted great room, a kitchenette, a fireplace, and a wrap-around deck. A must see!

47 Squire Rd, Roxbury

Listing courtesy of Maria Taylor from Klemm Real Estate Inc. (203) 578-0397 (860) 868-7313

At 30 Dorr Road, Newton, MA, an exceptional single-family residence, meticulously constructed in 2026, presents an unparalleled living experience across 4,882 square feet. This newly built property represents the pinnacle of contemporary design, offering a sophisticated and expansive environment for discerning homeowners. The residence encompasses five generously proportioned bedrooms, each designed to provide comfort and privacy. Complementing these are five full bathrooms and one half bathroom, ensuring ample convenience and luxury for residents and guests alike. Further enhancing the property's appeal is a two-car heated garage, providing secure and direct access. The dwelling is situated on a substantial 10,000 square foot lot, offering significant outdoor space for various activities. This distinguished property invites you to experience a lifestyle of refined elegance and modern convenience.

5 Beds ⋅ 6 Baths ⋅ 73518351 MLS

At 30 Dorr Road, Newton, MA, an exceptional single-family residence, meticulously constructed in 2026, presents an unparalleled living experience across 4,882 square feet. This newly built property represents the pinnacle of contemporary design, offering a sophisticated and expansive environment for discerning homeowners. The residence encompasses five generously proportioned bedrooms, each designed to provide comfort and privacy. Complementing these are five full bathrooms and one half bathroom, ensuring ample convenience and luxury for residents and guests alike. Further enhancing the property's appeal is a two-car heated garage, providing secure and direct access. The dwelling is situated on a substantial 10,000 square foot lot, offering significant outdoor space for various activities. This distinguished property invites you to experience a lifestyle of refined elegance and modern convenience.

30 Dorr Road, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities—luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef’s kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

4 Beds ⋅ 6 Baths ⋅ 5086956 MLS

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities—luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef’s kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

398 Scofield Mountain Rd, Winchester

Listing courtesy of Susanna Corriveau from Coldwell Banker Realty Bedford NH. (Cell: 603-566-6806)

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

6 Beds ⋅ 7 Baths ⋅ 24169909 MLS

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

25 Hillcrest Rd, New Canaan

Listing courtesy of Todd Sell from William Pitt Sotheby's Int'l. (973) 975-6217 (203) 966-2633

Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

8 Beds ⋅ 6 Baths ⋅ 73483686 MLS

Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

23 Beetle Swamp Road, Edgartown

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

Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the result is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!!

5 Beds ⋅ 6 Baths ⋅ 4974441 MLS

Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the result is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!!

515 W Fields Rd, Manchester

Listing courtesy of Sunny Breen from Josiah Allen Real Estate, Inc.. ()

NEW PRICE — A FRESH OPPORTUNITY IN NEWTONVILLE! Set on nearly half an acre of level land in Newtonville, this rare ranch-style residence offers exceptional scale, privacy, and resort-style living, enhanced by abundant natural sunlight and multiple skylights throughout. Extensively improved by the current owner, the home features a recently renovated brand-new kitchen, four spacious en-suite bedrooms, and seven bathrooms—ideal for multigenerational living, guests, or flexible work-from-home needs. Expansive living areas create a bright, airy atmosphere rarely found at this scale. The outdoor setting includes a heated in-ground pool and a separate pool house with sauna, full bath, and bar with sliding service window—perfect for seamless indoor–outdoor entertaining. A sun-filled flat half-acre lot and versatile ranch-style layout make this a rare opportunity to enjoy large-scale living with resort-style amenities in one of Newtonville’s most desirable locations.

4 Beds ⋅ 7 Baths ⋅ 73574067 MLS

NEW PRICE — A FRESH OPPORTUNITY IN NEWTONVILLE! Set on nearly half an acre of level land in Newtonville, this rare ranch-style residence offers exceptional scale, privacy, and resort-style living, enhanced by abundant natural sunlight and multiple skylights throughout. Extensively improved by the current owner, the home features a recently renovated brand-new kitchen, four spacious en-suite bedrooms, and seven bathrooms—ideal for multigenerational living, guests, or flexible work-from-home needs. Expansive living areas create a bright, airy atmosphere rarely found at this scale. The outdoor setting includes a heated in-ground pool and a separate pool house with sauna, full bath, and bar with sliding service window—perfect for seamless indoor–outdoor entertaining. A sun-filled flat half-acre lot and versatile ranch-style layout make this a rare opportunity to enjoy large-scale living with resort-style amenities in one of Newtonville’s most desirable locations.

20 Montrose St, Newton

Listing courtesy of Listing Agent: Alpha Group from Listing Office: Compass.

Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

5 Beds ⋅ 5 Baths ⋅ 24206348 MLS

Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

415 Old Post Rd, Fairfield

Listing courtesy of Cindy Raney from Coldwell Banker Realty. (203) 625-1820 (203) 227-8424

Sheep Run Farm takes its name from the stone-walled lanes where a prosperous 19th-century farmer once moved his sheep between the barn and upper meadows. Nearly two centuries later, those walls still trace the landscape, framing a beautifully reimagined Vermont farmstead on 21± acres in West Windsor, 3 miles from South Woodstock and 8 miles from Woodstock Village. Drawing on the traditional forms of Vermont architecture, the 2017 residence introduces a lighter, more contemporary way of living, with large windows and an open main level overlooking the Rush Meadow Valley and Mount Ascutney. A series of connected buildings includes a two-bay garage, carriage barn, wood room, yoga studio, and private guest suite. The three-season carriage barn is an exceptional gathering space, with a massive stone fireplace and an oversized glass door opening to a stone terrace, pergola and gardens. The land unfolds through rolling meadows, orchards, extensive stone walls, a cascading brook, and two ponds, including a swimming pond with a small beach. Additional buildings include a heated detached garage, equipment barn, and run-in shed at the top of the meadow. Located near GMHA, an extensive network of equestrian trails, and quiet country roads well suited to gravel riding, Sheep Run Farm combines the character of an established Vermont farmstead with the ease and systems of a modern country home. High-speed EC Fiber supports integrated lighting, climate, security, video, and property-access controls.

4 Beds ⋅ 7 Baths ⋅ 5108253 MLS

Sheep Run Farm takes its name from the stone-walled lanes where a prosperous 19th-century farmer once moved his sheep between the barn and upper meadows. Nearly two centuries later, those walls still trace the landscape, framing a beautifully reimagined Vermont farmstead on 21± acres in West Windsor, 3 miles from South Woodstock and 8 miles from Woodstock Village. Drawing on the traditional forms of Vermont architecture, the 2017 residence introduces a lighter, more contemporary way of living, with large windows and an open main level overlooking the Rush Meadow Valley and Mount Ascutney. A series of connected buildings includes a two-bay garage, carriage barn, wood room, yoga studio, and private guest suite. The three-season carriage barn is an exceptional gathering space, with a massive stone fireplace and an oversized glass door opening to a stone terrace, pergola and gardens. The land unfolds through rolling meadows, orchards, extensive stone walls, a cascading brook, and two ponds, including a swimming pond with a small beach. Additional buildings include a heated detached garage, equipment barn, and run-in shed at the top of the meadow. Located near GMHA, an extensive network of equestrian trails, and quiet country roads well suited to gravel riding, Sheep Run Farm combines the character of an established Vermont farmstead with the ease and systems of a modern country home. High-speed EC Fiber supports integrated lighting, climate, security, video, and property-access controls.

4777 Rush Meadow Rd, West Windsor

Listing courtesy of Dia Jenks from LandVest, Inc/Woodstock. ()

Once in a lifetime opportunity to make the most magical house in the Eight Streets neighborhood your next home! Sited directly on Ringgold Park, this 4+ bedroom storybook corner exposure property features enchanting garden and park views from every room! Enter to stately LR with gas FP. A wide original arch frames the large dining room w/French doors that lead to a lovely deck. The gorgeously landscaped garden w/mature plantings that you overlook has an address; 9 Ringgold St. is a buildable lot that enables parking offering expansion possibilities. A beautiful eat-in kitchen has bucolic garden and streetscape views of its own. The 2nd floor consists of 2 wonderful BRs plus office and marble bath. Expansive vaulted ceilings and skylights enhance the top floor primary w/ ensuite bath that has walk-in shower. Garden level lays out like a separate apartment, perfect for in-law or au pair. W/D, Central AC and numerous other upgrades. Full basement for storage is beneath. Nothing like it!

4 Beds ⋅ 3 Baths ⋅ 73520095 MLS

Once in a lifetime opportunity to make the most magical house in the Eight Streets neighborhood your next home! Sited directly on Ringgold Park, this 4+ bedroom storybook corner exposure property features enchanting garden and park views from every room! Enter to stately LR with gas FP. A wide original arch frames the large dining room w/French doors that lead to a lovely deck. The gorgeously landscaped garden w/mature plantings that you overlook has an address; 9 Ringgold St. is a buildable lot that enables parking offering expansion possibilities. A beautiful eat-in kitchen has bucolic garden and streetscape views of its own. The 2nd floor consists of 2 wonderful BRs plus office and marble bath. Expansive vaulted ceilings and skylights enhance the top floor primary w/ ensuite bath that has walk-in shower. Garden level lays out like a separate apartment, perfect for in-law or au pair. W/D, Central AC and numerous other upgrades. Full basement for storage is beneath. Nothing like it!

8 Ringgold St, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

4 Beds ⋅ 5 Baths ⋅ 73575553 MLS

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

9 Hi River Road, Barnstable

Listing courtesy of Listing Agent: Livia Freitas Monteforte from Listing Office: Compass.

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

4 Beds ⋅ 5 Baths ⋅ 22604432 MLS

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

9 Hi River Road, Barnstable

Listing courtesy of Listing Agent: Livia A Freitas Monteforte (livia@compass.com) from Listing Office: Compass Massachusetts, LLC.

Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room, w/classic wood-burning fireplace, is complemented by a handsome library w/fireplace and wet bar, while an elegant dining room, detailed w/wainscoting and custom built-ins, sets the stage for memorable gatherings. At the heart of the home, a gourmet kitchen with custom cabinetry and oversized island flows into a sun-drenched family room w/fireplace and a wall of glass opening to the expansive terrace - perfect for indoor/outdoor entertaining. The luxurious primary suite features generous walk-in closets and spa-like bath with dual vanities, soaking tub and radiant-heated floors. Four additional bedrooms each enjoy private baths. A separate wing with bedroom, bath and playroom offers an ideal retreat for guests. Additional amenities include a private vaulted-ceiling office, first-floor gym, mudroom, laundry, two-car garage and generator. Beyond the interiors lies a secluded oasis: a level lawn, tranquil pond and fountain, charming footbridge, and secret garden, w/protected land-trust property beyond. A rare expression of privacy, beauty, space, and enduring distinction

5 Beds ⋅ 6 Baths ⋅ 24198712 MLS

Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room, w/classic wood-burning fireplace, is complemented by a handsome library w/fireplace and wet bar, while an elegant dining room, detailed w/wainscoting and custom built-ins, sets the stage for memorable gatherings. At the heart of the home, a gourmet kitchen with custom cabinetry and oversized island flows into a sun-drenched family room w/fireplace and a wall of glass opening to the expansive terrace - perfect for indoor/outdoor entertaining. The luxurious primary suite features generous walk-in closets and spa-like bath with dual vanities, soaking tub and radiant-heated floors. Four additional bedrooms each enjoy private baths. A separate wing with bedroom, bath and playroom offers an ideal retreat for guests. Additional amenities include a private vaulted-ceiling office, first-floor gym, mudroom, laundry, two-car garage and generator. Beyond the interiors lies a secluded oasis: a level lawn, tranquil pond and fountain, charming footbridge, and secret garden, w/protected land-trust property beyond. A rare expression of privacy, beauty, space, and enduring distinction

700 Hollow Tree Ridge Rd, Darien

Listing courtesy of Serena Richards from Brown Harris Stevens. (203) 273-2073 (203) 655-1418

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is anextraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine coolerand storage, and a striking custom glass-topped island breakfastarea. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan,staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness-inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub,

4 Beds ⋅ 4 Baths ⋅ 73557823 MLS

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is anextraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine coolerand storage, and a striking custom glass-topped island breakfastarea. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan,staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness-inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub,

46 Beach Rd, Orleans

Listing courtesy of Listing Agent: Sandra Milano from Listing Office: REMAX Executive Realty.

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

6 Beds ⋅ 3 Baths ⋅ 5103036 MLS

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

69 S Main St, Wolfeboro

Listing courtesy of Jon Parker from Maxfield Real Estate/Wolfeboro. ()

Presenting Five Buoys, one of the most magnificent beachfront properties on Cape Cod Bay. Nestled in the dunes at the mouth of Sesuit Harbor, this jewel box beach house offers a rare and extraordinary lifestyle. Cherished by one family for generations and available for the first time in nearly 70 years, its next chapter awaits. From mornings spent sipping coffee on the roof deck with a gentle sea breeze and waves lapping at the shore to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. Designed as a gathering place for family and friends, the four-bedroom beach house captures panoramic vistas throughout. In the main living area, glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, Five Buoys is just a short walk from the Dennis Yacht Club, Northside Marina, and Sesuit Harbor Café. An exceptional opportunity for boaters and beachgoers alike, this beloved property is ready to be reimagined and enjoyed for years to come.

4 Beds ⋅ 2 Baths ⋅ 22600782 MLS

Presenting Five Buoys, one of the most magnificent beachfront properties on Cape Cod Bay. Nestled in the dunes at the mouth of Sesuit Harbor, this jewel box beach house offers a rare and extraordinary lifestyle. Cherished by one family for generations and available for the first time in nearly 70 years, its next chapter awaits. From mornings spent sipping coffee on the roof deck with a gentle sea breeze and waves lapping at the shore to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. Designed as a gathering place for family and friends, the four-bedroom beach house captures panoramic vistas throughout. In the main living area, glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, Five Buoys is just a short walk from the Dennis Yacht Club, Northside Marina, and Sesuit Harbor Café. An exceptional opportunity for boaters and beachgoers alike, this beloved property is ready to be reimagined and enjoyed for years to come.

40 Harbor Road, East Dennis

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

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