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Three gut-renovated residences! 11 bedrooms, 8 full baths, and about 5,921 gross square feet offered together in Winter Hill. The first-floor/lower-level duplex has 6 bedrooms, 4 full baths, a large family/recreation room, and a deck off the kitchen opening to the fenced side yard. The second floor is a 3 bed, 2 bath with a waterfall island and primary suite. The top floor is a 2 bed, 2 bath with skylights and a primary suite. Each unit has central air, in-unit laundry, and one off-street parking space, and the building is sprinklered. One-year builder's warranty. Condominium plans have been prepared, so a buyer can hold all three, live in one, or pursue unit sales. About a 15 minute walk to Assembly Row, past Foss Park and Stop & Shop, and a 9 minute walk to the Gilman Square Green Line station.

11 Beds ⋅ 8 Baths ⋅ 73542693 MLS

Three gut-renovated residences! 11 bedrooms, 8 full baths, and about 5,921 gross square feet offered together in Winter Hill. The first-floor/lower-level duplex has 6 bedrooms, 4 full baths, a large family/recreation room, and a deck off the kitchen opening to the fenced side yard. The second floor is a 3 bed, 2 bath with a waterfall island and primary suite. The top floor is a 2 bed, 2 bath with skylights and a primary suite. Each unit has central air, in-unit laundry, and one off-street parking space, and the building is sprinklered. One-year builder's warranty. Condominium plans have been prepared, so a buyer can hold all three, live in one, or pursue unit sales. About a 15 minute walk to Assembly Row, past Foss Park and Stop & Shop, and a 9 minute walk to the Gilman Square Green Line station.

174 Walnut Street, Somerville

Listing courtesy of Listing Agent: Kirsten McEleney from Listing Office: KM Real Estate Group.

$2,985,000

Extraordinary, one-of-a-kind private estate commanding a majestic hilltop position on 9.5 sprawling acres of broad lawns, mature woods, and breathtaking western sunsets. Serving as the anchor of Rocky Ridge Lane—an exclusive new four-lot private enclave situated near the prestigious Dedham Country & Polo Club—this rare property seamlessly blends tranquil privacy with ultimate geographic convenience. Built in 2000, the architect-designed main house exudes the classic elegance and sophistication of a European country house. Principal rooms boast high ceilings, impeccable attention to detail, and an abundance of natural light streaming through a series of French doors that open to a stunning west-facing stone and brick terrace. The generous spaces are perfectly tailored for both grand and casual entertaining, having recently been beautifully renovated and reconfigured to yield additional informal living spaces. Newly renovated kitchen with island bar and sitting area opens onto dining area and family room with bar. Main-level living is made effortless by a luxurious first-floor primary suite, which captures serene views of the outdoor fountain and the property’s defining historic feature. Steeped in history, the property which once was the Capen Farm, then the site of the clubhouse of Dedham Country Club, includes the "Castle," a spectacular c.1930 stone and slate 1,400-square-foot fairy-tale outbuilding. Designed by renowned architect Henry Richardson Shepley, it features a striking crenelated tower and was originally built to house and protect its owner’s important collection of books and manuscripts. The magnificent library’s original casework and paneling have recently been painstakingly restored to their former beauty and luster. Featuring its own kitchenette and 3/4 bath, this one-of-a-kind sanctuary, complete with hidden doors, spiral staircase, and lofted garret room offers endless potential to be reimagined as the ultimate home professional office, artist or writer's studio, wunderkammer, music room, collector's display, masculine retreat, or ADU. While offering a peaceful and secluded country-like sanctuary, this exceptional home enjoys unparalleled proximity to Dedham, Westwood, and Needham town centers. It provides easy access to Route 128/95, top-tier private schools, multiple commuter rail options, Legacy Place, and Westwood Station, striking the perfect balance between timeless luxury and convenient accessibility.

4 Beds ⋅ 4 Baths ⋅ 73566486 MLS

Extraordinary, one-of-a-kind private estate commanding a majestic hilltop position on 9.5 sprawling acres of broad lawns, mature woods, and breathtaking western sunsets. Serving as the anchor of Rocky Ridge Lane—an exclusive new four-lot private enclave situated near the prestigious Dedham Country & Polo Club—this rare property seamlessly blends tranquil privacy with ultimate geographic convenience. Built in 2000, the architect-designed main house exudes the classic elegance and sophistication of a European country house. Principal rooms boast high ceilings, impeccable attention to detail, and an abundance of natural light streaming through a series of French doors that open to a stunning west-facing stone and brick terrace. The generous spaces are perfectly tailored for both grand and casual entertaining, having recently been beautifully renovated and reconfigured to yield additional informal living spaces. Newly renovated kitchen with island bar and sitting area opens onto dining area and family room with bar. Main-level living is made effortless by a luxurious first-floor primary suite, which captures serene views of the outdoor fountain and the property’s defining historic feature. Steeped in history, the property which once was the Capen Farm, then the site of the clubhouse of Dedham Country Club, includes the "Castle," a spectacular c.1930 stone and slate 1,400-square-foot fairy-tale outbuilding. Designed by renowned architect Henry Richardson Shepley, it features a striking crenelated tower and was originally built to house and protect its owner’s important collection of books and manuscripts. The magnificent library’s original casework and paneling have recently been painstakingly restored to their former beauty and luster. Featuring its own kitchenette and 3/4 bath, this one-of-a-kind sanctuary, complete with hidden doors, spiral staircase, and lofted garret room offers endless potential to be reimagined as the ultimate home professional office, artist or writer's studio, wunderkammer, music room, collector's display, masculine retreat, or ADU. While offering a peaceful and secluded country-like sanctuary, this exceptional home enjoys unparalleled proximity to Dedham, Westwood, and Needham town centers. It provides easy access to Route 128/95, top-tier private schools, multiple commuter rail options, Legacy Place, and Westwood Station, striking the perfect balance between timeless luxury and convenient accessibility.

34 Rocky Ridge Lane, Dedham

Listing courtesy of Listing Agent: Gregory Carlevale from Listing Office: eXp Realty LLC - Corporate Office.

$2,985,000

Every family has that one home everyone wants to come back to. This is that home. Set quietly at the end of a long, winding driveway, this extraordinary residence offers the feeling of a private estate while remaining just minutes from downtown Andover, major commuting routes, and some of the area's most sought-after schools. Surrounded by mature landscaping and thoughtfully designed inside and out, it is a home that welcomes every season, every celebration, and every generation. Rich custom millwork, soaring ceilings, handcrafted details, and walls of windows create spaces that are both grand and inviting. The spectacular great room, with its fireplace and access to the back yard, naturally becomes the heart of every gathering, while the richly appointed study feels more like a private tavern than a traditional office, a place to pour a drink, watch the game, or linger over conversation with friends. At the center of it all, the beautifully updated kitchen features Viking appliances, beverage refrigerators, and thoughtful enhancements that make it just as enjoyable for everyday meals as it is for hosting a holiday dinner. Just beyond, the year-round sunroom with radiant heated floors and a stunning front-to-back fireplace is a place you'll find yourself returning to morning, afternoon, and evening. Five spacious bedrooms, each with its own private bath, provide exceptional comfort and privacy for family and guests alike. Outside, the lifestyle continues. The covered porch overlooking the backyard feels like the veranda of a classic New England retreat, where coffee lasts a little longer and summer evenings seem to never end. Beyond, the beautifully landscaped grounds surround a heated saltwater pool and spa with a cascading waterfall, a new stone fire pit, sweeping wisteria, a newly fenced pet area, and a charming pool house complete with a changing room, half bath, and outdoor shower. Whether you're entertaining a crowd or enjoying a quiet afternoon at home, every space was designed to be lived in and enjoyed. Additional highlights include a three-car garage wired for a future EV charger, a dedicated home gym, an expansive unfinished lower level ready for your vision, a Generac whole-house generator, Reed's Ferry shed, new boiler, bluestone driveway, exterior painting, updated pool equipment, and numerous additional improvements that reflect years of thoughtful care and investment.

5 Beds ⋅ 7 Baths ⋅ 73561392 MLS

Every family has that one home everyone wants to come back to. This is that home. Set quietly at the end of a long, winding driveway, this extraordinary residence offers the feeling of a private estate while remaining just minutes from downtown Andover, major commuting routes, and some of the area's most sought-after schools. Surrounded by mature landscaping and thoughtfully designed inside and out, it is a home that welcomes every season, every celebration, and every generation. Rich custom millwork, soaring ceilings, handcrafted details, and walls of windows create spaces that are both grand and inviting. The spectacular great room, with its fireplace and access to the back yard, naturally becomes the heart of every gathering, while the richly appointed study feels more like a private tavern than a traditional office, a place to pour a drink, watch the game, or linger over conversation with friends. At the center of it all, the beautifully updated kitchen features Viking appliances, beverage refrigerators, and thoughtful enhancements that make it just as enjoyable for everyday meals as it is for hosting a holiday dinner. Just beyond, the year-round sunroom with radiant heated floors and a stunning front-to-back fireplace is a place you'll find yourself returning to morning, afternoon, and evening. Five spacious bedrooms, each with its own private bath, provide exceptional comfort and privacy for family and guests alike. Outside, the lifestyle continues. The covered porch overlooking the backyard feels like the veranda of a classic New England retreat, where coffee lasts a little longer and summer evenings seem to never end. Beyond, the beautifully landscaped grounds surround a heated saltwater pool and spa with a cascading waterfall, a new stone fire pit, sweeping wisteria, a newly fenced pet area, and a charming pool house complete with a changing room, half bath, and outdoor shower. Whether you're entertaining a crowd or enjoying a quiet afternoon at home, every space was designed to be lived in and enjoyed. Additional highlights include a three-car garage wired for a future EV charger, a dedicated home gym, an expansive unfinished lower level ready for your vision, a Generac whole-house generator, Reed's Ferry shed, new boiler, bluestone driveway, exterior painting, updated pool equipment, and numerous additional improvements that reflect years of thoughtful care and investment.

11 Black Horse Lane, Andover

Listing courtesy of Listing Agent: Melanie Lentini from Listing Office: Leading Edge Real Estate.

$2,980,000

Hobbs Brook Farm, a spacious 1680 estate and oldest house in Lincoln, sits on nearly 10 acres of pasture & woodlands abutting Hobbs Brook, which feeds the Cambridge Reservoir. It has had only seven owners after being built by the Hoar Family. A mile from the path used by Paul Revere, the militia ate there after the first Revolutionary battle. Later the farm became a hub in the Underground Railway and was a speakeasy during Prohibition. Today it features period details, wide-board pine floors complimented by 21st century updates to heating and cooling, alarm system, electricity to basement and massive barn, renovated kitchen & baths. Multiple fireplaces and classic living spaces open to a rose garden & large great room, used as a studio and game room. One bedroom in-law apartment. An ideal Lincoln location, tucked safely off long private drive from a cul-de-sac neighborhood w/ direct access to Route 2 - an easy commute to points W/E to Cambridge/Boston or N/S on 95/128.

5 Beds ⋅ 5 Baths ⋅ 73589257 MLS

Hobbs Brook Farm, a spacious 1680 estate and oldest house in Lincoln, sits on nearly 10 acres of pasture & woodlands abutting Hobbs Brook, which feeds the Cambridge Reservoir. It has had only seven owners after being built by the Hoar Family. A mile from the path used by Paul Revere, the militia ate there after the first Revolutionary battle. Later the farm became a hub in the Underground Railway and was a speakeasy during Prohibition. Today it features period details, wide-board pine floors complimented by 21st century updates to heating and cooling, alarm system, electricity to basement and massive barn, renovated kitchen & baths. Multiple fireplaces and classic living spaces open to a rose garden & large great room, used as a studio and game room. One bedroom in-law apartment. An ideal Lincoln location, tucked safely off long private drive from a cul-de-sac neighborhood w/ direct access to Route 2 - an easy commute to points W/E to Cambridge/Boston or N/S on 95/128.

10 Reiling Pond Rd, Lincoln

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

$2,980,000

Pre-construction offering by Edge Builders, this striking new residence delivers over 6,600± sq ft of thoughtfully designed living space. The main level is designed for daily living and entertaining, featuring a first-floor office/bedroom, custom chef’s kitchen with oversized island, and open dining and living spaces extending to a covered outdoor living area. The second level is anchored by an expansive primary suite with dual walk-in closets and a spa-inspired bath, along with three additional bedrooms and conveniently located laundry. A finished lower level offers generous entertainment and recreation space, an additional bedroom and full bath, plus a dedicated area ideal for a home gym. The upper level provides optional flexible living space, offering an ideal setting for a playroom, lounge, home office, or bonus room. Complete with a two-car garage and defined by elevated finishes and cohesive design throughout, this residence offers a distinguished standard of modern luxury.

6 Beds ⋅ 7 Baths ⋅ 73579238 MLS

Pre-construction offering by Edge Builders, this striking new residence delivers over 6,600± sq ft of thoughtfully designed living space. The main level is designed for daily living and entertaining, featuring a first-floor office/bedroom, custom chef’s kitchen with oversized island, and open dining and living spaces extending to a covered outdoor living area. The second level is anchored by an expansive primary suite with dual walk-in closets and a spa-inspired bath, along with three additional bedrooms and conveniently located laundry. A finished lower level offers generous entertainment and recreation space, an additional bedroom and full bath, plus a dedicated area ideal for a home gym. The upper level provides optional flexible living space, offering an ideal setting for a playroom, lounge, home office, or bonus room. Complete with a two-car garage and defined by elevated finishes and cohesive design throughout, this residence offers a distinguished standard of modern luxury.

35 Hazel Lane, Needham

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

$2,980,000

Experience exceptional luxury in this sophisticated new construction residence in sought-after West Newton. Thoughtfully designed for todays lifestyle, this stunning 5 bed, 5 bath home offers 8076 Sq Ft of beautifully crafted living space, including a finished lower level & finished attic. A grand open floor plan seamlessly blends elegant formal spaces w/comfortable everyday living, featuring designer finishes, soaring ceilings, & abundant natural light w/impeccable attention to detail throughout. The chef's kitchen flows effortlessly into an open living area, creating the perfect setting for entertaining & family celebrations. Retreat to the luxurious primary suite w/spa-inspired bath & a generous custom closet. Set on an 11,350 Sq Ft lot, this home also features a rare 3-car garage, professionally designed outdoor space & an unbeatable West Newton location convenient to schools, parks, shops, dining, commuter rail & major routes. A terrific opportunity to own an exceptional new home!

6 Beds ⋅ 5 Baths ⋅ 73550545 MLS

Experience exceptional luxury in this sophisticated new construction residence in sought-after West Newton. Thoughtfully designed for todays lifestyle, this stunning 5 bed, 5 bath home offers 8076 Sq Ft of beautifully crafted living space, including a finished lower level & finished attic. A grand open floor plan seamlessly blends elegant formal spaces w/comfortable everyday living, featuring designer finishes, soaring ceilings, & abundant natural light w/impeccable attention to detail throughout. The chef's kitchen flows effortlessly into an open living area, creating the perfect setting for entertaining & family celebrations. Retreat to the luxurious primary suite w/spa-inspired bath & a generous custom closet. Set on an 11,350 Sq Ft lot, this home also features a rare 3-car garage, professionally designed outdoor space & an unbeatable West Newton location convenient to schools, parks, shops, dining, commuter rail & major routes. A terrific opportunity to own an exceptional new home!

262 River St, Newton

Listing courtesy of Listing Agent: Judy Korzenowski from Listing Office: Coldwell Banker Realty - Newton.

$2,975,000

EXCEPTIONAL FALL OPPORTUNITY! Newly priced for today’s market, 421 Waverly presents an outstanding opportunity to own a single-family home in Newton at a compelling value. Take advantage of fresh fall pricing and make your move before the holidays! Timeless Tudor character meets modern living in this beautifully updated brick home on a magnificent corner lot in Newton’s coveted Ward School neighborhood. Over 5,700 SF across four finished levels, highlighted by an exceptional, flowing main-level entertainment space with exquisite millwork, coffered ceiling, marble fireplace and French doors to a private deck and landscaped grounds. Updated kitchen with newer appliances, renovated baths and modern amenities throughout. The 2nd floor offers 5 bedrooms, including a generous primary suite with 2 walk-in closets and spa-like bath. The expansive 3rd floor is an open, full-floor retreat with skylights, cedar closet and full bath. Walkout lower level offers 2 recreation rooms, fireplace, separate entrance and ample storage. Fenced yard with deck and patio, attached 2-car garage, two-stage HVAC and double boiler system. Minutes to Newton Centre, Boston and Cambridge.

6 Beds ⋅ 6 Baths ⋅ 73574445 MLS

EXCEPTIONAL FALL OPPORTUNITY! Newly priced for today’s market, 421 Waverly presents an outstanding opportunity to own a single-family home in Newton at a compelling value. Take advantage of fresh fall pricing and make your move before the holidays! Timeless Tudor character meets modern living in this beautifully updated brick home on a magnificent corner lot in Newton’s coveted Ward School neighborhood. Over 5,700 SF across four finished levels, highlighted by an exceptional, flowing main-level entertainment space with exquisite millwork, coffered ceiling, marble fireplace and French doors to a private deck and landscaped grounds. Updated kitchen with newer appliances, renovated baths and modern amenities throughout. The 2nd floor offers 5 bedrooms, including a generous primary suite with 2 walk-in closets and spa-like bath. The expansive 3rd floor is an open, full-floor retreat with skylights, cedar closet and full bath. Walkout lower level offers 2 recreation rooms, fireplace, separate entrance and ample storage. Fenced yard with deck and patio, attached 2-car garage, two-stage HVAC and double boiler system. Minutes to Newton Centre, Boston and Cambridge.

421 Waverley Ave, Newton

Listing courtesy of Listing Agent: Allison Blank from Listing Office: Compass.

$2,975,000

A rare, south facing, two-property waterfront offering on Wequaquet Lake. Offered for the first time in decades, 34 & 35 Shirley Point Road combine to create an extraordinary approximately one-acre lakefront estate, including the residence at 34 Shirley Point Road plus the adjacent vacant lot at 35 Shirley Point Road. Together, the properties offer 200'+ of waterfront within a protected cove, creating a level of privacy, land, and opportunity that is increasingly difficult to find on Cape Cod.Tucked beneath a mature canopy and designed to embrace its waterfront setting, the custom residence was rebuilt from the ground up and offers 3,500+ square feet across three levels with 4 bedrooms and 3 baths. Soaring windows capture sweeping lake views and fill the home with natural light, while the private primary suite features a Jacuzzi soaking tub and oversized spa-inspired tiled shower. A full walkout lower level, detached garage, workshop, abundant storage, and private dock complete the property. This presents a compelling opportunity to create a true Cape Cod legacy estate - one property to enjoy today, with additional land offering privacy and possibilities for the future

4 Beds ⋅ 4 Baths ⋅ 73555357 MLS

A rare, south facing, two-property waterfront offering on Wequaquet Lake. Offered for the first time in decades, 34 & 35 Shirley Point Road combine to create an extraordinary approximately one-acre lakefront estate, including the residence at 34 Shirley Point Road plus the adjacent vacant lot at 35 Shirley Point Road. Together, the properties offer 200'+ of waterfront within a protected cove, creating a level of privacy, land, and opportunity that is increasingly difficult to find on Cape Cod.Tucked beneath a mature canopy and designed to embrace its waterfront setting, the custom residence was rebuilt from the ground up and offers 3,500+ square feet across three levels with 4 bedrooms and 3 baths. Soaring windows capture sweeping lake views and fill the home with natural light, while the private primary suite features a Jacuzzi soaking tub and oversized spa-inspired tiled shower. A full walkout lower level, detached garage, workshop, abundant storage, and private dock complete the property. This presents a compelling opportunity to create a true Cape Cod legacy estate - one property to enjoy today, with additional land offering privacy and possibilities for the future

34 Shirley Point Rd, Barnstable

Listing courtesy of Listing Agent: James Andrea from Listing Office: Lamacchia Realty, Inc..

$2,950,000

79 Green Dunes Drive is the ultimate Cape Cod Home. Imagine the summer Holidays and you can comfortably sleep 22, stroll down to your private Association Beach on Nantucket Sound or challenge everyone to a game of Tennis or Pickle-ball. This lovingly cared for home has all the bells and whistles. A first floor primary suite with a closet anyone would die for, an all cherry kitchen with a center island which is open to the family room along with a formal dining room with built ins and a living room as well. There is more living space and bedrooms on the second floor and in the Lower Level. Take a step outside to a private back yard and 62 foot deck. And no Cape Cod Home would be complete without an outdoor shower! Don't miss this Cape Cod treasure.

5 Beds ⋅ 5 Baths ⋅ 73594872 MLS

79 Green Dunes Drive is the ultimate Cape Cod Home. Imagine the summer Holidays and you can comfortably sleep 22, stroll down to your private Association Beach on Nantucket Sound or challenge everyone to a game of Tennis or Pickle-ball. This lovingly cared for home has all the bells and whistles. A first floor primary suite with a closet anyone would die for, an all cherry kitchen with a center island which is open to the family room along with a formal dining room with built ins and a living room as well. There is more living space and bedrooms on the second floor and in the Lower Level. Take a step outside to a private back yard and 62 foot deck. And no Cape Cod Home would be complete without an outdoor shower! Don't miss this Cape Cod treasure.

79 Green Dunes Drive, Barnstable

Listing courtesy of Listing Agent: Witter & Witter Boston / Cape Cod Connection from Listing Office: Compass.

$2,950,000

A new construction home that checks all the boxes in a wonderful neighborhood! Beautifully crafted by a longtime Lexington builder, this thoughtfully designed home blends timeless elegance, superior craftsmanship, oversized windows and a highly desirable floor plan, tailored to today’s lifestyle. Offering the perfect balance of luxury, comfort, and versatility, this home is ideal for both everyday living and effortless entertaining. The main level welcomes you with an elegant dining room with built-ins, a stunning chef’s kitchen, an expansive family room, a home office and first-floor bedroom and full bath- ideal for guests or extended family. A spacious mudroom with direct access to the attached two-car garage adds everyday convenience. The beautifully appointed kitchen features quartz countertops, premium Fisher & Paykel appliances, a center island, and a welcoming dining area. Open to the spacious family room with its inviting fireplace, this seamless living space creates the perfect setting for gathering with family and friends. Upstairs, four generously proportioned ensuite bedrooms provide comfort and privacy for all. The primary is a true retreat, featuring spacious walk-in closets, a beautifully appointed bath, and a private balcony overlooking the backyard. The lower level provides a bonus space with wet bar, exercise space and full bath. Thoughtfully designed with quality finishes, well-proportioned living spaces, and enduring architectural appeal, this exceptional new home offers a rare combination of refined luxury and everyday functionality in Lexington’s best trick or treating neighborhood!

5 Beds ⋅ 5 Baths ⋅ 73593957 MLS

A new construction home that checks all the boxes in a wonderful neighborhood! Beautifully crafted by a longtime Lexington builder, this thoughtfully designed home blends timeless elegance, superior craftsmanship, oversized windows and a highly desirable floor plan, tailored to today’s lifestyle. Offering the perfect balance of luxury, comfort, and versatility, this home is ideal for both everyday living and effortless entertaining. The main level welcomes you with an elegant dining room with built-ins, a stunning chef’s kitchen, an expansive family room, a home office and first-floor bedroom and full bath- ideal for guests or extended family. A spacious mudroom with direct access to the attached two-car garage adds everyday convenience. The beautifully appointed kitchen features quartz countertops, premium Fisher & Paykel appliances, a center island, and a welcoming dining area. Open to the spacious family room with its inviting fireplace, this seamless living space creates the perfect setting for gathering with family and friends. Upstairs, four generously proportioned ensuite bedrooms provide comfort and privacy for all. The primary is a true retreat, featuring spacious walk-in closets, a beautifully appointed bath, and a private balcony overlooking the backyard. The lower level provides a bonus space with wet bar, exercise space and full bath. Thoughtfully designed with quality finishes, well-proportioned living spaces, and enduring architectural appeal, this exceptional new home offers a rare combination of refined luxury and everyday functionality in Lexington’s best trick or treating neighborhood!

39 Blake Road, Lexington

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

$2,950,000

Spacious seven-bedroom, four-bath home in one of the area's most sought-after neighborhoods, thoughtfully designed with the flexible living space today's lifestyles demand. Whether accommodating a multigenerational household, extended family, long-term guests, or creating dedicated work and hobby spaces, this home offers exceptional versatility. The main level features an oversized living room with an open-concept layout flowing seamlessly into the dining area and kitchen, creating the perfect gathering space for everyday living and entertaining. French doors open to a large deck, extending the living space outdoors. Two first-floor bedrooms and a full bath provide convenient options for guests, family members, or a home office. Upstairs, you'll find four additional bedrooms, including a spacious primary suite with its own private balcony, a peaceful retreat to begin and end the day. The finished lower level adds even more flexibility with a generous family room, an additional bedroom or office, and direct access to the heated three-car garage. With abundant space to grow, gather, and adapt to changing needs, this exceptional home is ready to welcome its next chapter.

6 Beds ⋅ 4 Baths ⋅ 73592433 MLS

Spacious seven-bedroom, four-bath home in one of the area's most sought-after neighborhoods, thoughtfully designed with the flexible living space today's lifestyles demand. Whether accommodating a multigenerational household, extended family, long-term guests, or creating dedicated work and hobby spaces, this home offers exceptional versatility. The main level features an oversized living room with an open-concept layout flowing seamlessly into the dining area and kitchen, creating the perfect gathering space for everyday living and entertaining. French doors open to a large deck, extending the living space outdoors. Two first-floor bedrooms and a full bath provide convenient options for guests, family members, or a home office. Upstairs, you'll find four additional bedrooms, including a spacious primary suite with its own private balcony, a peaceful retreat to begin and end the day. The finished lower level adds even more flexibility with a generous family room, an additional bedroom or office, and direct access to the heated three-car garage. With abundant space to grow, gather, and adapt to changing needs, this exceptional home is ready to welcome its next chapter.

18 Surrey Road, Winchester

Listing courtesy of Listing Agent: Mary Kelly from Listing Office: Century 21 Property Central Inc..

$2,950,000

Perched atop the highest point on Chappaquiddick, this private compound truly has it all, while still being a short distance from Chappy favorites including the Community Center, Beach Club, Ferry, and Slip Away Farm. Designed for both relaxation and recreation, the property offers endless ways to enjoy time with family and friends. Spend the afternoon on the sports courts, cool off at the pool, or relax on one of the expansive porches or patios. The guest house provides additional space and privacy. The pool house, complete with a half bath and kitchenette, makes entertaining effortless, with everything you need close at hand. A separate gym and game room offer even more ways to stay active or unwind, whatever the weather. With a strong rental history, the property also presents an excellent investment opportunity, while its generous amenities and multiple living spaces make it an ideal generational home to be enjoyed for years to come.

8 Beds ⋅ 7 Baths ⋅ 73586117 MLS

Perched atop the highest point on Chappaquiddick, this private compound truly has it all, while still being a short distance from Chappy favorites including the Community Center, Beach Club, Ferry, and Slip Away Farm. Designed for both relaxation and recreation, the property offers endless ways to enjoy time with family and friends. Spend the afternoon on the sports courts, cool off at the pool, or relax on one of the expansive porches or patios. The guest house provides additional space and privacy. The pool house, complete with a half bath and kitchenette, makes entertaining effortless, with everything you need close at hand. A separate gym and game room offer even more ways to stay active or unwind, whatever the weather. With a strong rental history, the property also presents an excellent investment opportunity, while its generous amenities and multiple living spaces make it an ideal generational home to be enjoyed for years to come.

72 Chappaquiddick, Edgartown

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

$2,950,000

****OPEN HOUSE SUNDAY 11/1 FROM 12 - 1PM**** Rare, boutique condo perched in the treetops offering spectacular Public Garden panoramic views and immediate access to the best of Back Bay and Beacon Hill. This beautifully renovated corner residence created by renowned Payne/Collins Design, offers custom cabinetry throughout, Waterworks plumbing, coffered 11’ ceilings, 17 massive windows that allow the natural light to warm the space with the stunning millwork throughout this high-end home. The living features a dry bar and gas fireplace. The serene primary suite features a spa-like bath and generous walk-in closet. A flexible floor plan easily accommodates two bedrooms plus a study. Professionally managed elevator building with immaculate common areas and video intercom. Garage parking available next door.

2 Beds ⋅ 2 Baths ⋅ 73585539 MLS

****OPEN HOUSE SUNDAY 11/1 FROM 12 - 1PM**** Rare, boutique condo perched in the treetops offering spectacular Public Garden panoramic views and immediate access to the best of Back Bay and Beacon Hill. This beautifully renovated corner residence created by renowned Payne/Collins Design, offers custom cabinetry throughout, Waterworks plumbing, coffered 11’ ceilings, 17 massive windows that allow the natural light to warm the space with the stunning millwork throughout this high-end home. The living features a dry bar and gas fireplace. The serene primary suite features a spa-like bath and generous walk-in closet. A flexible floor plan easily accommodates two bedrooms plus a study. Professionally managed elevator building with immaculate common areas and video intercom. Garage parking available next door.

19 Arlington St. Unit 32, Boston

Listing courtesy of Listing Agent: Eliott Levine from Listing Office: Olde Forge Realty.

$2,950,000

Van Rensselaer's Restaurant & Staff Housing offers investors a rare convergence of irreplaceable positioning and structural operating advantages on Cape Cod's Outer Cape. Set on 1.52 acres directly opposite Marconi Beach and The National Seashore, the property occupies prime ground, drawing on pass-through demand from an estimated 250,000 annual visitors to one of the region's most visited shorelines. The offering includes 150+ licensed seats across indoor dining, a full raw bar, and three distinct outdoor areas, backed by full liquor, entertainment, and catering licenses — a bundled licensing package rarely available independently in this market. Just as significant are the 70-80 on-site parking spaces. A separately deeded seven-room staff housing unit further distinguishes this asset. Physical infrastructure includes a full commercial kitchen, private septic and well systems, and a whole-building backup generator. Brought to market after 52 years of continuous, single-family ownership, this is a well-maintained, thoughtfully positioned asset — real estate, licensing, and housing assembled as a complete operating platform for its next owner.

7 Beds ⋅ 7 Baths ⋅ 73577319 MLS

Van Rensselaer's Restaurant & Staff Housing offers investors a rare convergence of irreplaceable positioning and structural operating advantages on Cape Cod's Outer Cape. Set on 1.52 acres directly opposite Marconi Beach and The National Seashore, the property occupies prime ground, drawing on pass-through demand from an estimated 250,000 annual visitors to one of the region's most visited shorelines. The offering includes 150+ licensed seats across indoor dining, a full raw bar, and three distinct outdoor areas, backed by full liquor, entertainment, and catering licenses — a bundled licensing package rarely available independently in this market. Just as significant are the 70-80 on-site parking spaces. A separately deeded seven-room staff housing unit further distinguishes this asset. Physical infrastructure includes a full commercial kitchen, private septic and well systems, and a whole-building backup generator. Brought to market after 52 years of continuous, single-family ownership, this is a well-maintained, thoughtfully positioned asset — real estate, licensing, and housing assembled as a complete operating platform for its next owner.

1019 Us-6, Wellfleet

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

$2,950,000

Introducing an extraordinary opportunity at 50 Liberty, one of Seaport's most sought-after waterfront residences. This professionally designed one-bedroom plus den home boasts breathtaking, unobstructed views of Boston Harbor, offering an ideal setting for both relaxation and entertainment. The chef’s kitchen features sleek white cabinetry, a large breakfast bar, and top-of-the-line Wolf/SubZero & Miele appliances. With floor-to-ceiling windows, this open-concept floor plan invites the outside in. The primary suite offers abundant space and showcases direct water views, with two custom walk-in closets leading you into a luxurious primary bathroom. The additional den, complete with its own full bathroom, provides versatility as a guestroom or home office. One deeded garage parking space. Luxury amenities abound, including 24-hour concierge and doorman services, a resident lounge with a terrace overlooking the harbor, and a fully equipped gym.

1 Beds ⋅ 2 Baths ⋅ 73574778 MLS ⋅ ['50 Liberty'] BLDG.

Introducing an extraordinary opportunity at 50 Liberty, one of Seaport's most sought-after waterfront residences. This professionally designed one-bedroom plus den home boasts breathtaking, unobstructed views of Boston Harbor, offering an ideal setting for both relaxation and entertainment. The chef’s kitchen features sleek white cabinetry, a large breakfast bar, and top-of-the-line Wolf/SubZero & Miele appliances. With floor-to-ceiling windows, this open-concept floor plan invites the outside in. The primary suite offers abundant space and showcases direct water views, with two custom walk-in closets leading you into a luxurious primary bathroom. The additional den, complete with its own full bathroom, provides versatility as a guestroom or home office. One deeded garage parking space. Luxury amenities abound, including 24-hour concierge and doorman services, a resident lounge with a terrace overlooking the harbor, and a fully equipped gym.

50 Liberty Drive Unit 7E, Boston

Listing courtesy of Listing Agent: Dalton Spingler from Listing Office: Naples Realty Group.

$2,950,000

Located at Longyear at Fisher Hill, this 3,445 SF single-level residence offers 3 bedrooms, 3.5 baths, and the ease of a gated community and its full suite of amenities. Thoughtfully designed for comfortable living and effortless entertaining, the home features formal living and dining rooms flow seamlessly into the spacious kitchen, family room, breakfast nook, and office. The primary suite offers abundant closet space and a spa-like bath with a dual-sink vanity, soaking tub, and separate shower. Two additional bedrooms each feature en-suite baths. Private outdoor space, two garage parking spaces, additional storage, and elevator access within the building complete the home. Residents enjoy the privacy of a gated community with exceptional amenities, including a fitness center, outdoor swimming pool, beautifully landscaped grounds, and professional management, all moments from the shops, restaurants, and conveniences of Chestnut Hill.

3 Beds ⋅ 4 Baths ⋅ 73573464 MLS ⋅ ['Longyear At Fisher Hill'] BLDG.

Located at Longyear at Fisher Hill, this 3,445 SF single-level residence offers 3 bedrooms, 3.5 baths, and the ease of a gated community and its full suite of amenities. Thoughtfully designed for comfortable living and effortless entertaining, the home features formal living and dining rooms flow seamlessly into the spacious kitchen, family room, breakfast nook, and office. The primary suite offers abundant closet space and a spa-like bath with a dual-sink vanity, soaking tub, and separate shower. Two additional bedrooms each feature en-suite baths. Private outdoor space, two garage parking spaces, additional storage, and elevator access within the building complete the home. Residents enjoy the privacy of a gated community with exceptional amenities, including a fitness center, outdoor swimming pool, beautifully landscaped grounds, and professional management, all moments from the shops, restaurants, and conveniences of Chestnut Hill.

120 Seaver Street Unit C102, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$2,950,000

A distinguished 1887 Second Empire mansion prominently situated along Broadway, one of Providence’s most recognizable and desirable West Side corridors. Comprehensively renovated in recent years, this architecturally significant property has been thoughtfully transformed into ten distinctive residential units, offering a mix of studio, one-, two-, and three-bedroom layouts. The property presents a compelling combination of irreplaceable historic character, modern building systems, and established in-place income within one of Providence’s strongest rental markets. Throughout the building, the renovation carefully preserves many of the mansion’s exceptional original details, including ornate paneled walls, marble fireplaces, parquet flooring, and crystal chandeliers, while incorporating the amenities expected by today’s residents. Units feature updated kitchens and designer baths complemented by extensive mechanical and infrastructure improvements. Recent capital improvements include electrical and HVAC upgrades, a new fire alarm system, and a fully sprinklered building. Additional amenities include dedicated common laundry facilities and secure bicycle storage. 215 Broadway represents a rare opportunity to acquire a substantial, income-producing multifamily asset where historic Providence architecture and modern improvements come together in an exceptional West Side location.

73570688 MLS

A distinguished 1887 Second Empire mansion prominently situated along Broadway, one of Providence’s most recognizable and desirable West Side corridors. Comprehensively renovated in recent years, this architecturally significant property has been thoughtfully transformed into ten distinctive residential units, offering a mix of studio, one-, two-, and three-bedroom layouts. The property presents a compelling combination of irreplaceable historic character, modern building systems, and established in-place income within one of Providence’s strongest rental markets. Throughout the building, the renovation carefully preserves many of the mansion’s exceptional original details, including ornate paneled walls, marble fireplaces, parquet flooring, and crystal chandeliers, while incorporating the amenities expected by today’s residents. Units feature updated kitchens and designer baths complemented by extensive mechanical and infrastructure improvements. Recent capital improvements include electrical and HVAC upgrades, a new fire alarm system, and a fully sprinklered building. Additional amenities include dedicated common laundry facilities and secure bicycle storage. 215 Broadway represents a rare opportunity to acquire a substantial, income-producing multifamily asset where historic Providence architecture and modern improvements come together in an exceptional West Side location.

215 Broadway, Providence

Listing courtesy of Listing Agent: Douglas Jeffrey from Listing Office: Broadway Real Estate Group LLC.

$2,950,000

Conveniently located near the top rated Dover-Sherborn Middle & High Schools on iconic Farm Street, this 5BR 4/2BA expanded custom cape offers approx. 6190 sf of beautiful living space including a first floor primary bedroom suite, an impressive 29 x 47 family room with cathedral ceiling and fireplace; formal dining room, gorgeous eat in kitchen, home office, amazing recreation spaces, attached 3 car garage and 2 expansive decks overlooking the two acres of manicured lawns and gardens. With a southeast exposure this unique residence is flooded with light through expansive windows and French doors. Only 18 miles SW of Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low tax rate.

5 Beds ⋅ 6 Baths ⋅ 73541897 MLS

Conveniently located near the top rated Dover-Sherborn Middle & High Schools on iconic Farm Street, this 5BR 4/2BA expanded custom cape offers approx. 6190 sf of beautiful living space including a first floor primary bedroom suite, an impressive 29 x 47 family room with cathedral ceiling and fireplace; formal dining room, gorgeous eat in kitchen, home office, amazing recreation spaces, attached 3 car garage and 2 expansive decks overlooking the two acres of manicured lawns and gardens. With a southeast exposure this unique residence is flooded with light through expansive windows and French doors. Only 18 miles SW of Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low tax rate.

123 Farm Street, Dover

Listing courtesy of Listing Agent: Mary Crane from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$2,950,000

This stunning 7BR 6/2BA Colonial is set on 8+ acres offering privacy in a neighborhood setting! The heart of this home is the spacious cherry & granite 2024 kitchen w/2 Sub-Zero refrigerators, 2 Bosch dishwashers, huge island & sliders to the beautiful stone patio. The easy flow of the floor plan provides ample spaces for entertaining & relaxing including a delightful sunroom w/a vaulted ceiling. The 2nd floor boasts a fireplaced primary suite with a balcony overlooking the fenced yard, heated swimming pool, water slide, spa & cabana. Four additional bedrooms, 3 full baths & laundry room complete the second floor. A private bedroom suite can be found on the 3rd floor. The lower level offers an abundance of recreational spaces as well as a bedroom & full bath. Attached 3 car garage. Located just 18 miles from Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low taxes.

7 Beds ⋅ 9 Baths ⋅ 73541698 MLS

This stunning 7BR 6/2BA Colonial is set on 8+ acres offering privacy in a neighborhood setting! The heart of this home is the spacious cherry & granite 2024 kitchen w/2 Sub-Zero refrigerators, 2 Bosch dishwashers, huge island & sliders to the beautiful stone patio. The easy flow of the floor plan provides ample spaces for entertaining & relaxing including a delightful sunroom w/a vaulted ceiling. The 2nd floor boasts a fireplaced primary suite with a balcony overlooking the fenced yard, heated swimming pool, water slide, spa & cabana. Four additional bedrooms, 3 full baths & laundry room complete the second floor. A private bedroom suite can be found on the 3rd floor. The lower level offers an abundance of recreational spaces as well as a bedroom & full bath. Attached 3 car garage. Located just 18 miles from Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low taxes.

26 Woodridge Rd, Dover

Listing courtesy of Listing Agent: Mary Crane from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$2,950,000

Rare mixed-use opportunity at one of Somerville’s most recognizable corners, across from the Porter Square Shopping Center and T Stop. Formerly home to the beloved and iconic Big Fish Little Fish store, this highly visible location has been a destination for generations of local residents. The property consists of a 6,290 SF mixed-use building featuring two commercial storefronts, a three-unit multifamily residence (two 1-bedroom units and one 2-bedroom unit), a driveway and yard. The commercial spaces include back rooms and basement storage, with the potential to combine both storefronts into a single larger space. The property offers exceptional redevelopment and investment potential. Ideal for condominiums, multifamily housing, and mixed-use development. Being delivered vacant, this transit-oriented site (also sees lots of foot traffic) provides unmatched accessibility to Cambridge, Boston, and surrounding communities.

4 Beds ⋅ 3 Baths ⋅ 73536182 MLS

Rare mixed-use opportunity at one of Somerville’s most recognizable corners, across from the Porter Square Shopping Center and T Stop. Formerly home to the beloved and iconic Big Fish Little Fish store, this highly visible location has been a destination for generations of local residents. The property consists of a 6,290 SF mixed-use building featuring two commercial storefronts, a three-unit multifamily residence (two 1-bedroom units and one 2-bedroom unit), a driveway and yard. The commercial spaces include back rooms and basement storage, with the potential to combine both storefronts into a single larger space. The property offers exceptional redevelopment and investment potential. Ideal for condominiums, multifamily housing, and mixed-use development. Being delivered vacant, this transit-oriented site (also sees lots of foot traffic) provides unmatched accessibility to Cambridge, Boston, and surrounding communities.

55 Elm St, Somerville

Listing courtesy of Listing Agent: David Lilley from Listing Office: RE/MAX Real Estate Center.

$2,950,000

Your chance to be the Big Fish! Rare mixed-use opportunity at one of Somerville’s most recognizable corners, across from the Porter Square Shopping Center and T Stop. Formerly home to the beloved and iconic Big Fish Little Fish store, this highly visible location has been a destination for generations of local residents. The property consists of a 6,290 SF mixed-use building featuring two commercial storefronts, a three-unit multifamily residence (two 1-bedroom units and one 2-bedroom unit), a driveway and yard. The commercial spaces include back rooms and basement storage, with the potential to combine both storefronts into a single larger space. The property offers exceptional redevelopment and investment potential. Ideal for condominiums, multifamily housing, and mixed-use development. Being delivered vacant, this transit-oriented site (also sees lots of foot traffic) provides unmatched accessibility to Cambridge, Boston, and surrounding communities.

73527146 MLS

Your chance to be the Big Fish! Rare mixed-use opportunity at one of Somerville’s most recognizable corners, across from the Porter Square Shopping Center and T Stop. Formerly home to the beloved and iconic Big Fish Little Fish store, this highly visible location has been a destination for generations of local residents. The property consists of a 6,290 SF mixed-use building featuring two commercial storefronts, a three-unit multifamily residence (two 1-bedroom units and one 2-bedroom unit), a driveway and yard. The commercial spaces include back rooms and basement storage, with the potential to combine both storefronts into a single larger space. The property offers exceptional redevelopment and investment potential. Ideal for condominiums, multifamily housing, and mixed-use development. Being delivered vacant, this transit-oriented site (also sees lots of foot traffic) provides unmatched accessibility to Cambridge, Boston, and surrounding communities.

55 Elm St, Somerville

Listing courtesy of Listing Agent: David Lilley from Listing Office: RE/MAX Real Estate Center.

$2,950,000

This classic beach house captures the essence of coastal living with the sound of the Atlantic just beyond. Designed with a reverse-style floor plan to maximize light, the home offers a blend of comfort and Vineyard charm. The main living level is bright and airy, featuring a sun-filled kitchen that opens to a sitting area. Sliders lead to a spacious mahogany deck. This level also includes an additional family room, a generously sized bedroom with access to a private terrace and a full bath. Upstairs, the 3rd floor is dedicated to the primary suite, with vaulted, beamed ceilings and walls of glass that flood the space with natural light. The bath features a glass shower, completing the quiet atmosphere. On the first floor, you’ll find a third bedroom, large bath with laundry, and an additional living area with direct access to a covered porch. Set on a generous 0.7-acre lot, the property includes an outdoor shower. The property also boasts a strong rental history. Please inquire

4 Beds ⋅ 3 Baths ⋅ 73522670 MLS

This classic beach house captures the essence of coastal living with the sound of the Atlantic just beyond. Designed with a reverse-style floor plan to maximize light, the home offers a blend of comfort and Vineyard charm. The main living level is bright and airy, featuring a sun-filled kitchen that opens to a sitting area. Sliders lead to a spacious mahogany deck. This level also includes an additional family room, a generously sized bedroom with access to a private terrace and a full bath. Upstairs, the 3rd floor is dedicated to the primary suite, with vaulted, beamed ceilings and walls of glass that flood the space with natural light. The bath features a glass shower, completing the quiet atmosphere. On the first floor, you’ll find a third bedroom, large bath with laundry, and an additional living area with direct access to a covered porch. Set on a generous 0.7-acre lot, the property includes an outdoor shower. The property also boasts a strong rental history. Please inquire

13 Young Street, Edgartown

Listing courtesy of Listing Agent: Stacy Ickes from Listing Office: Donnelly + Co..

$2,950,000

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

4 Beds ⋅ 3 Baths ⋅ 73514639 MLS

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.

$2,950,000

Located in the heart of Osterville - one of Cape Cod's most desirable seaside villages along Nantucket Sound - 12 Cockachoiset, known as the iconic ''Windmill House,'' offers a distinctive blend of coastal charm and architectural character. Recognized for its unique two-story windmill adorned with seaside murals, the home features a balcony with water views and serves as a memorable focal point of this special property. The main living spaces are designed for comfort and gathering, highlighted by a generous great room with a custom fireplace that opens to a covered patio and private side yard. A well-appointed kitchen adjoins the dining room, while the first floor also includes a bedroom with attached sitting room, laundry, and multiple inviting outdoor living areas. Upstairs, the primary suite is anchored by its own fireplace, private bath, and walk-in closet. An additional sitting room with balcony access and a third bedroom complete the second level, offering flexible space for guests and relaxation. Ideally located just moments from Osterville Village, this property enjoys close proximity to boutiques, dining, and nearby beaches, while also being near some of the area's most renowned marinas, including Nauticus Marina, Crosby Yacht Yard, and Oyster Harbors Marine - offering convenient access to premier boating and waterfront amenities.

3 Beds ⋅ 3 Baths ⋅ 73513191 MLS

Located in the heart of Osterville - one of Cape Cod's most desirable seaside villages along Nantucket Sound - 12 Cockachoiset, known as the iconic ''Windmill House,'' offers a distinctive blend of coastal charm and architectural character. Recognized for its unique two-story windmill adorned with seaside murals, the home features a balcony with water views and serves as a memorable focal point of this special property. The main living spaces are designed for comfort and gathering, highlighted by a generous great room with a custom fireplace that opens to a covered patio and private side yard. A well-appointed kitchen adjoins the dining room, while the first floor also includes a bedroom with attached sitting room, laundry, and multiple inviting outdoor living areas. Upstairs, the primary suite is anchored by its own fireplace, private bath, and walk-in closet. An additional sitting room with balcony access and a third bedroom complete the second level, offering flexible space for guests and relaxation. Ideally located just moments from Osterville Village, this property enjoys close proximity to boutiques, dining, and nearby beaches, while also being near some of the area's most renowned marinas, including Nauticus Marina, Crosby Yacht Yard, and Oyster Harbors Marine - offering convenient access to premier boating and waterfront amenities.

12 Cockachoiset Lane, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$2,950,000

Located in an elegant, pre-war building overlooking the Commonwealth Avenue Mall, this residence is ready for your vision and customization. Offering direct elevator access to the entire second floor, this home enjoys wonderful light on three sides, expansive living spaces, and well-proportioned rooms, with the potential to be reimagined as a 4-bedroom, 3.5-bath residence. There is a large, welcoming entry leading to the grand living room which has a fireplace and built-in bookcases. The expansive family/ dining room flows seamlessly into the butler's pantry and kitchen, complete with a generous pantry—ideal for both everyday living and entertaining. The primary bedroom is en-suite, and 2 guest bedrooms share a bath. Other amenities include extra storage and a live in superintendent. Recent electrical update to the building so central a/c can now be installed in the unit. Exceptional location at the corner of Comm and Exeter close to all that Back Bay has to offer.

4 Beds ⋅ 4 Baths ⋅ 73508958 MLS

Located in an elegant, pre-war building overlooking the Commonwealth Avenue Mall, this residence is ready for your vision and customization. Offering direct elevator access to the entire second floor, this home enjoys wonderful light on three sides, expansive living spaces, and well-proportioned rooms, with the potential to be reimagined as a 4-bedroom, 3.5-bath residence. There is a large, welcoming entry leading to the grand living room which has a fireplace and built-in bookcases. The expansive family/ dining room flows seamlessly into the butler's pantry and kitchen, complete with a generous pantry—ideal for both everyday living and entertaining. The primary bedroom is en-suite, and 2 guest bedrooms share a bath. Other amenities include extra storage and a live in superintendent. Recent electrical update to the building so central a/c can now be installed in the unit. Exceptional location at the corner of Comm and Exeter close to all that Back Bay has to offer.

192 Commonwealth Ave Unit 2, Boston

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.

$2,950,000

Unique opportunity! Bring your builder and create your dream home in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are digital renderings.

73508623 MLS

Unique opportunity! Bring your builder and create your dream home in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are digital renderings.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

356 Boston Post Rd & 8-10 Concord, Sudbury

$2,950,000

Opportunity Knocks! Lots of potential here. Prime location at the corner of Rt 20 and Concord Road. Mixed use-3 buildings on 2 parcels of land totaling 30,927 SF, consisting of a 5 BR, 2.5 bath, 3,365 SF Victorian Home with private driveway, currently used as office space, a cottage style building 1,313 SF, currently used as a retail store, and an additional 840 SF building used as a real estate office on RT. 20. 19 parking spaces total. Large backyard. Many possibilities-Update and live in the house, run your business out of the cottage and rent the corner building for income! OR turn it all into condos. Some pictures are prior to current tenants and may differ, but similar. SEE MLS #73476730 for residential listing of 8 & 10 Concord Road. More information attached as documents.

73476736 MLS

Opportunity Knocks! Lots of potential here. Prime location at the corner of Rt 20 and Concord Road. Mixed use-3 buildings on 2 parcels of land totaling 30,927 SF, consisting of a 5 BR, 2.5 bath, 3,365 SF Victorian Home with private driveway, currently used as office space, a cottage style building 1,313 SF, currently used as a retail store, and an additional 840 SF building used as a real estate office on RT. 20. 19 parking spaces total. Large backyard. Many possibilities-Update and live in the house, run your business out of the cottage and rent the corner building for income! OR turn it all into condos. Some pictures are prior to current tenants and may differ, but similar. SEE MLS #73476730 for residential listing of 8 & 10 Concord Road. More information attached as documents.

356 Boston Post Rd & 8-10 Concord, Sudbury

Listing courtesy of Listing Agent: Jennifer Taylor from Listing Office: N. B. Taylor & Co. Inc..

8-10 Concord Road & 356 Boston Post, Sudbury

$2,950,000

Opportunity Knocks! Lots of potential here. Prime location at the corner of Rt 20 and Concord Road. Mixed use-3 buildings on 2 parcels of land totaling 30,927 SF, consisting of a 5 BR, 2.5 bath, 3,365 SF Victorian Home with private driveway, currently used as office space, a 'cottage' style building 1,313 SF, currently used as a retail store, and an additional 840 SF building used as a real estate office on RT. 20. 19 parking spaces total (plus driveway). Large backyard. Many possibilities-Update and live in the house, run your business out of the cottage and rent the corner building for income! OR turn it all into condos. Some pictures are prior to current tenants and may differ, but similar. SEE COMMERCIAL MLS # 73476736 attached. See attached documents for more information..

5 Beds ⋅ 6 Baths ⋅ 73476730 MLS

Opportunity Knocks! Lots of potential here. Prime location at the corner of Rt 20 and Concord Road. Mixed use-3 buildings on 2 parcels of land totaling 30,927 SF, consisting of a 5 BR, 2.5 bath, 3,365 SF Victorian Home with private driveway, currently used as office space, a 'cottage' style building 1,313 SF, currently used as a retail store, and an additional 840 SF building used as a real estate office on RT. 20. 19 parking spaces total (plus driveway). Large backyard. Many possibilities-Update and live in the house, run your business out of the cottage and rent the corner building for income! OR turn it all into condos. Some pictures are prior to current tenants and may differ, but similar. SEE COMMERCIAL MLS # 73476736 attached. See attached documents for more information..

8-10 Concord Road & 356 Boston Post, Sudbury

Listing courtesy of Listing Agent: Jennifer Taylor from Listing Office: N. B. Taylor & Co. Inc..

$2,950,000

Prime 2.0± acre commercial/industrial site with exceptional visibility and ±523 ft of Route 20 frontage at a signalized intersection. Located in Northborough’s Industrial (I) zoning district, this property offers a high-exposure opportunity for redevelopment or repositioning, ideal for retail, flex/industrial, contractor bays, warehouse, automotive, mixed-use, or an owner-user. The existing 5,416± SF building includes open industrial workspace, two first-floor bathrooms, and second-floor office/storage. Utilities are disconnected, Buyer/Buyer’s Agent to verify all utilities and future availability during due diligence. Site features strong Route 20 traffic counts (approx. 22,000-30,000 vehicles/day), ground-level access, overhead/dock-style door, septic on file, confirmed well, ZBA documentation, building plans, and easements of record. Property sold AS-IS. Minutes to Northborough Crossing, Route 9, I-290, and I-495. A rare high-visibility commercial corridor opportunity.

2 Baths ⋅ 73458311 MLS

Prime 2.0± acre commercial/industrial site with exceptional visibility and ±523 ft of Route 20 frontage at a signalized intersection. Located in Northborough’s Industrial (I) zoning district, this property offers a high-exposure opportunity for redevelopment or repositioning, ideal for retail, flex/industrial, contractor bays, warehouse, automotive, mixed-use, or an owner-user. The existing 5,416± SF building includes open industrial workspace, two first-floor bathrooms, and second-floor office/storage. Utilities are disconnected, Buyer/Buyer’s Agent to verify all utilities and future availability during due diligence. Site features strong Route 20 traffic counts (approx. 22,000-30,000 vehicles/day), ground-level access, overhead/dock-style door, septic on file, confirmed well, ZBA documentation, building plans, and easements of record. Property sold AS-IS. Minutes to Northborough Crossing, Route 9, I-290, and I-495. A rare high-visibility commercial corridor opportunity.

360 Sw Cutoff, Northborough

Listing courtesy of Listing Agent: Patricia Murray from Listing Office: LAER Realty Partners.

$2,950,000

Open House SAT October 17, 2026 11:30am -1pm. EXCEPTIONAL OPPORTUNITY TO LIVE ON THE HARBOR WITH YOUR OWN DEEP WATER DOCK approx. 290 feet long with a renovated 4-bedroom 2 1/2 bath harbor front home on SMITH'S COVE. The dock is fully licensed with a Chapter 91 permit, providing legal compliance for the owner. Sits across the harbor from Rocky Neck, renowned for its artist colonies, galleries, shops, and restaurants, this home offers a front-row seat to the bustling, picturesque harbor and easy access to the vibrant cultural life of Gloucester's waterfront. The home has all the modern conveniences with a state-of-the-art kitchen with all high-end appliances. There is a huge pantry off the kitchen. A spacious primary bedroom suite over the heated garage includes its own bath, while two bedrooms feature walkout decks and Harbor views. There is a fourth bedroom. Large deck off living room all overlooking this spectacular harbor. There is another room that could be an office and is next to the main bedroom. There are two baths on the second level and a half bath with a washer-dryer hook-up on the first floor. Heated garage.

4 Beds ⋅ 3 Baths ⋅ 73421894 MLS

Open House SAT October 17, 2026 11:30am -1pm. EXCEPTIONAL OPPORTUNITY TO LIVE ON THE HARBOR WITH YOUR OWN DEEP WATER DOCK approx. 290 feet long with a renovated 4-bedroom 2 1/2 bath harbor front home on SMITH'S COVE. The dock is fully licensed with a Chapter 91 permit, providing legal compliance for the owner. Sits across the harbor from Rocky Neck, renowned for its artist colonies, galleries, shops, and restaurants, this home offers a front-row seat to the bustling, picturesque harbor and easy access to the vibrant cultural life of Gloucester's waterfront. The home has all the modern conveniences with a state-of-the-art kitchen with all high-end appliances. There is a huge pantry off the kitchen. A spacious primary bedroom suite over the heated garage includes its own bath, while two bedrooms feature walkout decks and Harbor views. There is a fourth bedroom. Large deck off living room all overlooking this spectacular harbor. There is another room that could be an office and is next to the main bedroom. There are two baths on the second level and a half bath with a washer-dryer hook-up on the first floor. Heated garage.

263 East Main Street, Gloucester

Listing courtesy of Listing Agent: Jeanne Carpenter from Listing Office: J. Barrett & Company.

20,601 Montague MA Homes For Sale Between 1M and 2M

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