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99 Uncle Alberts Drive Ext, Chatham
$5,495,000
2 Beds ⋅ 3 Baths ⋅ 73419421 MLS
Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes.

99 Uncle Alberts Drive Ext, Chatham

110 Sudbury Street Unit 4504, Boston
$5,400,000
2 Beds ⋅ 3 Baths ⋅ 73587389 MLS ⋅ ['The Sudbury Condominiums'] BLDG.
Showstopping unobstructed views of sea & sky to the horizon from every room define this new construction penthouse residence. Offering 2 bedrooms & a den on the 45th floor, it overlooks the Greenway & historic North End neighborhood, boasting a unique perspective of sunrises over the harbor, coast & islands stretching from Cape Ann to the glimmering lights of the downtown Boston skyline. Graciously proportioned throughout w/ ceilings up to 10’, a large foyer welcomes you to a 31’ wide open-concept living area drenched in natural light. Soak in dynamic views of the airport & boats from the corner perch in the living room, your private observatory. A gas fireplace w/ stone surround provides warmth & ambiance on chillier nights, and the versatile den provides a dedicated home office. Cooking enthusiasts enjoy a kitchen w/ integrated Gaggenau appliances, a gas cooktop w/ coveted vented range hood, steam oven, wine cooler, Calacatta quartz counters, an 11' island, and an unbeatable kitchen sink view. A private wing houses two ensuite bedrooms w/ coastline views the moment you open your eyes. The primary features a nearly 100sf walk-in closet, and bath w/ radiant-heated floors & curb-less marble shower. Full-size Electrolux appliances w/ vented dryer. Your cars are a quick elevator ride away, w/ 2 self-park spaces in the attached garage. Residents of The Sudbury Condominiums, a boutique HOA of just 55 homes crowning this LEED Gold residential tower, enjoy a 25,000 sq.ft. resort-style amenity suite, w/ exclusive use of a private lobby with 24/7 concierge, a Rooftop Garden, and Owners' Clubroom. The rooftop garden is a landscaped observation deck w/ an outdoor kitchen & Wolf grills, dining tables, lounge seating, firepit & fireplace. The owners' clubroom offers both harbor & Charles River views, an elegant venue to unwind or socialize. Additional amenities include a wrap-around Sky Terrace, Sky Lounge, & chef's kitchen on the 32nd floor, along w/ a conference room. The 9th floor offers a heated outdoor pool & cabanas, 4500 sq.ft. fitness center & studio w/ weekly onsite yoga & Pilates classes, a sports simulator, an outdoor dog park & pet spa just 20 steps from the elevators, and a children's playroom adjacent to the gym. The Sudbury is at the nexus of the North End & Beacon Hill. Steps to the Harborwalk, it's a 15-min walk to both Back Bay, Seaport, & the Esplanade. 99 Walk score and100 Transit score. By car, 1 min to I-93; 3 min to Logan.

110 Sudbury Street Unit 4504, Boston

31 Sunset Point Rd, Falmouth
$5,395,000
4 Beds ⋅ 3 Baths ⋅ 73544298 MLS
Nestled within the private waterfront enclave of Nyes Neck, one of the Upper Cape's most cherished coastal communities, 31 Sunset Point Road presents a rare opportunity to experience the timeless beauty of Buzzards Bay. Set high above the shoreline, this property commands sweeping panoramic views across the water, where ever-changing light, coastal breezes, and unforgettable sunsets shape the rhythm of each day. With direct beach access just steps away, the setting offers an exceptional blend of privacy, natural beauty, and coastal serenity. The four-bedroom residence has been lovingly maintained and is ready to be enjoyed immediately, offering comfortable living spaces, a first-floor primary suite, and walls of windows that keep the remarkable waterfront vistas front and center. While the home reflects a classic Cape aesthetic, its true distinction lies in the extraordinary site--one that offers the rare opportunity to enjoy today while envisioning the future. Life in Nyes Neck is defined by a deep connection to the water. Residents enjoy a private neighborhood beach, boating, swimming, kayaking, and the quiet rhythm of a close-knit waterfront community treasured by generations of Cape families. As the sun settles over Buzzards Bay each evening, it's easy to understand why opportunities on Sunset Point Road are so rarely available. Also available under a separate listing is the rare homesite at 0 Sunset Point Road, located directly across the street. Offering captivating water views and the opportunity to build a custom home in this highly sought-after waterfront enclave, it presents the unique chance to acquire one--or both--of these exceptional Nyes Neck properties. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

31 Sunset Point Rd, Falmouth

258-270 K Street, Boston
$5,250,000
5 Beds ⋅ 4 Baths ⋅ 73434171 MLS
258-270 K street is an exceptionally rare corner lot development opportunity with multiple curb cuts in the heart of South Boston. 258-266 K street is formally the site of the beloved Joseph's Bakery and consists of 3700 usable sf + basement on a 5368 sf lot. 268-270 K street, the adjacent building is a 3228 sf well maintained 2-family on a 6603 sf lot. Additionally, this parcel has 10 gated parking spaces, an extreme rarity in Southie! The sale of the 2 parcels would give the buyer a combined 11,971 sf lot. Located in the South Boston Neighborhood MFR zoning district, there is a wide array of allowed & conditional uses for redevelopment. With approval, highest & best use is expected to be a fully residential conversion or a mixed use retail/residential conversion. The multifamily residential subdistrict dimensional regulations including FAR, frontage, building height, etc. can be found in article 68 table D on the Boston planning and development agency website.

258-270 K Street, Boston

258-270 K Street, Boston
$5,250,000
73433881 MLS
258-270 K street is an exceptionally rare corner lot development opportunity with multiple curb cuts in the heart of South Boston. 258-266 K street is formally the site of the beloved Joseph's Bakery and consists of 3700 usable sf + basement on a 5368 sf lot. 268-270 K street, the adjacent building is a 3228 sf well maintained 2-family on a 6603 sf lot. Additionally, this parcel has 10 gated parking spaces, an extreme rarity in Southie! The sale of the 2 parcels would give the buyer a combined 11,971 sf lot. Located in the South Boston Neighborhood MFR zoning district, there is a wide array of allowed & conditional uses for redevelopment. With approval, highest & best use is expected to be a fully residential conversion or a mixed use retail/residential conversion. The multifamily residential subdistrict dimensional regulations including FAR, frontage, building height, etc. can be found in article 68 table D on the Boston planning and development agency website.

258-270 K Street, Boston

185 E Street, Boston
$5,200,000
12 Beds ⋅ 12 Baths ⋅ 73564858 MLS
**RARE 2026 GROUND-UP NEW CONSTRUCTION 4-UNIT ASSET IN SOUTH BOSTON.** 185 E Street presents a unique opportunity to acquire a fully completed, turnkey luxury multifamily building in South Boston’s quieter Cityside neighborhood. Designed from the ground up with a warm, modern aesthetic and an emphasis on functionality, craftsmanship and long-term livability, the property offers four thoughtfully designed residences, 8 parking spaces across a heated garage and paver driveway, private outdoor spaces and all-electric building systems.The residence mix offers meaningful variety for future lease-up: Units 1 and 2 are approximately 850 SF, 2-bedroom, 2-bath homes, while Units 3 and 4 are substantial upper duplex residences offering approximately 1,800+ SF, 4 bedrooms and 3.5 bathrooms across two levels. The upper residences also include deeded roof rights with spectacular views toward the Boston skyline.Interiors were designed around a calming, understated material palette with custom Italian kitchens, full-height stone backsplashes, custom wrapped hoods, 7-inch wide-plank white oak flooring, Grohe plumbing fixtures, radiant heated primary bathroom floors, custom closet systems and extensive white oak millwork. Integrated balconies off the living rooms provide private outdoor space, while select residences feature Juliet balconies, oversized terraces, electric fireplaces and custom built-in cabinetry. In-unit laundry is provided throughout, and Units 1 and 2 offer wheelchair accessibility.For an investor seeking a turnkey lease-up opportunity, long-term Boston hold, portfolio addition or potential 1031 exchange acquisition, 185 E Street offers the unusual combination of brand-new construction, luxury finishes, parking and multiple unit types without the execution risk and timeline of a ground-up development.Located at E Street and W. 9th, the property enjoys a residential setting just minutes on foot to Tatte, PKL and Castle Island Brewing and under a 10-minute walk to the Broadway Red Line, with convenient access to the Seaport, downtown Boston and major transportation routes. A rare opportunity to acquire an entire newly constructed boutique building in one of Boston’s most established residential neighborhoods.

185 E Street, Boston

1 Huntington Unit 1201, Boston
$5,000,000
3 Beds ⋅ 4 Baths ⋅ 73573749 MLS
Location! Location! Own at one of the most prestigious five star luxury properties in Back Bay! Trinity Place is a very highly sought out condo development because of its location in the heart of Back Bay. It is a five star full service luxury building where homes rarely come to market. This condo boasts gorgeous views of Trinity Church and Copley Square. The condo faces south so there is great sunlight. Hardwood flooring throughout this stunning three bed floor plan.. 24/7 concierge. The building houses the prestigious Sorellinas restaurant. The neighborhood boasts Newbury St shopping, many fine restaurants and a supermarket a stones throw away. It's the perfect easy living home for the Back Bay lover! The unit comes with two parking spaces, an in home laundry room and there is a the fitness center and sauna in the building. A rare gem!

1 Huntington Unit 1201, Boston

42 Adams Street, Lexington
$5,000,000
6 Beds ⋅ 5 Baths ⋅ 73571780 MLS
Maplemere is one of Lexington’s truly distinctive properties, with origins dating to the early 19th century. The architectural character, historic barn, and carriage house preserve a tangible connection to Lexington’s agricultural past. Set on 1.7 acres in the coveted Meriam Hill neighborhood and directly abutting 27 acres of conservation land, Maplemere enjoys an extraordinary sense of privacy, permanence, and protected natural beauty. Mature landscaping and expansive grounds create a rare feeling of seclusion while remaining close to the character and community of Lexington. Inside, gracious living spaces are designed for both sophisticated entertaining and comfortable family life, all anchored by a magnificent family room that invites gathering. A large wrap-around porch, partially screened-in, extends the living spaces outdoors, creating beautiful settings for dining, entertaining, and enjoying the landscape throughout the seasons. The main level is thoughtfully designed for modern living, with a private second main bedroom offering the rare convenience of first-floor living. Two dedicated home offices provide elegant spaces for work or study, while a handsome library offers a quiet retreat for reading and conversation. Upstairs, the primary suite offers a particularly special vantage point, overlooking the protected conservation land and opening to a private walk-out balcony. Four additional bedrooms provide generous accommodations for family and guests, complemented by a fitness room. The grounds unfold as a private retreat, with a beautiful swimming pool and pool house at the heart of summer living. The surrounding conservation land provides a peaceful backdrop and protected views, while mature trees and gardens create an atmosphere of timeless beauty. There is a rare sense of continuity at Maplemere. The land that once supported a historic Lexington farm now provides the backdrop for an extraordinary modern lifestyle. A landmark property, Maplemere offers something increasingly difficult to find: enduring land, exceptional privacy, and a home thoughtfully designed for generations of living. Ideally situated just blocks from Lexington Center, this location offers exceptional proximity to top-rated schools and major commuter routes.

42 Adams Street, Lexington

31 Dale Ave, Barnstable
$5,000,000
6 Beds ⋅ 5 Baths ⋅ 73539002 MLS
FINAL CALL FOR OFFERS!!! All offers due 7/15/2026 by 5:00 PM Eastern. An extraordinary opportunity to complete a thoughtfully conceived waterfront compound in one of Cape Cod’s most coveted coastal enclaves. Set on approximately 1.15 acres overlooking Nantucket Sound, the property includes a partially completed main residence and guest cottage designed by the acclaimed architectural firm LDa Architecture & Interiors. The design embraces timeless coastal architecture, generous living spaces, and a seamless connection to the surrounding landscape and waterfront setting.With substantial private beachfront, sweeping water views, and a coveted location near the Kennedy Compound, this is a rare chance to bring a premier Hyannis Port property to completion.Property is offered strictly as-is, where-is. Buyers are encouraged to conduct their own independent due diligence regarding all aspects of the property, including permitting, construction status, and completion requirements.

31 Dale Ave, Barnstable

1133 High, Dedham
$5,000,000
5 Beds ⋅ 4 Baths ⋅ 72863202 MLS
Calling all Developers, and Builders! Do not miss out on these endless opportunities of ideas on what to do with this land! This is a fantastic package deal! Not only do you get a Gorgeous contemporary home in a Prime Precinct One Location in Dedham, but you also get with this sale more acres that can be potentially developed as more residential lots! The residence itself, sits on 8.92 private acres accessed from High Street. Also included in price are: 152 Meadowbrook Rd Lot 51,326 sq. ft.114 Meadowbrook Rd Lot 49871 sq. ft.136 Meadowbrook Rd Lot 40120 sq. ft. Which totals another 3.24 of acres in total with land and potential subdivision 12.164 acres! Buyers to perform all due diligence. Calling all Developers, Builders to not miss out on these endless opportunities of ideas on what to do with this land! Detailed Brochure available please email listing agent.

1133 High, Dedham

580 Washington St Unit 406, Wellesley
$4,999,000
3 Beds ⋅ 3 Baths ⋅ 73582563 MLS ⋅ ['The Belclare'] BLDG.
A truly rare opportunity to own a custom-designed, elegantly appointed three-bedroom penthouse condominium at The Belclare, in the heart of Wellesley Square. Bathed in natural light, this exceptional residence features a private terrace spanning the entire unit, offering sweeping views of Wellesley Center and an idyllic setting for outdoor entertaining, dining, or simply enjoying the beautiful fall colors & magnificent sunsets. Daylight from the expansive deck floods the kitchen, dining, and living spaces. Thoughtfully curated design details are showcased throughout, including coffered ceilings, custom built-ins, rich hardwood flooring, lush designer décor, and window treatments at every turn. A built-in, temperature controlled, 300 bottle floor-to-ceiling wine cabinet of burled mahogany creates a striking and elegant focal point at the entry. Nicely situated at the end of the hall, you will find a built-in office/3rd bedroom that adds valuable flexibility, making the space ideal for guests, a home office, or additional living needs. Also, easy to navigate in & out 2 side-by- side assigned parking spaces in The Belclare garage. For added convenience, there is a large storage closet on the same level. With its exceptional scale, sophisticated interiors, abundant natural light, and enviable location, a penthouse of this size and caliber is rarely available in Wellesley. An extraordinary residence and an opportunity not to be missed!

580 Washington St Unit 406, Wellesley

10 Chandler Circle, Weston
$4,995,000
5 Beds ⋅ 6 Baths ⋅ 73535557 MLS
Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely crafted wood details, fireplaces, a screened porch and an oversized chef's kitchen. Walls of glass showcase views of this lushly landscaped 1.4 acre ultra private lot and french doors lead to a bluestone terrace perfect for outdoor living and entertaining. Highlights include four floors of finished space, a dramatic primary suite with vaulted ceilings and a fireplace, a gym, home office and finished lower level. Nestled on a quiet cul de sac near Chestnut Street, yet offering fast access to commuting routes, top ranked public and private schools and Boston. A rare blend of prime location and charm.

10 Chandler Circle, Weston

9 Skating Pond Road, Weston
$4,995,000
5 Beds ⋅ 8 Baths ⋅ 73503213 MLS
Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/ fireplace. Spacious living room/dining room ideal for entertaining. Private office off of grand foyer. Bedroom & en suite bath on first floor. Main bedroom w/ large custom closet & gorgeous spa-like bath. 3 additional bedrooms all w/ large closets & en suite baths. Front & back staircase. 2 mudrooms. Lower level w/ full bath, playroom, media room plus exercise. This home has huge Marvin windows creating a sunfilled home. Overlooking majestic Skating Pond & its rustic lodge designed by Fredrick Law Olmstead in 1909. Close distance to Weston Town Center and routes to Boston. A must see!

9 Skating Pond Road, Weston

40 Heath Hill, Brookline
$4,995,000
7 Beds ⋅ 8 Baths ⋅ 73481620 MLS
Perched on a private cul-de-sac, this commanding 7BD, 5FB & 3HB 6,560SF property sits on .72AC of landscaped grounds, offering rare space & privacy minutes from the city. Built in 1901, this home was reimagined to respect the original architecture while introducing a modern sensibility, including geothermal heating. Intricate millwork, crown moldings, 6 fireplaces, & expansive windows fill the interiors with light. Nearly every room captures sweeping views of the Brookline Reservoir and Boston skyline. Window-lined living room w/ patio access & dining room w/ bay window & butler’s pantry. Sun-filled eat-in kitchen opens to family room, bluestone patio, & backyard. 2nd floor features en-suite primary plus 3 bedrooms & 2 baths. 3rd floor w/ 2 bedrooms & full bath. Walkout lower level w/ great room, game room, & en-suite guest room. Attached heated four-car garage. Tennis court and sweeping bluestone terraces. Minutes from Chestnut Hill’s ‘The Street’ & quick drive to Boston/Cambridge.

40 Heath Hill, Brookline

45 Seth Lane, Yarmouth
$4,950,000
5 Beds ⋅ 6 Baths ⋅ 73354067 MLS
Every day at 45 Seth Lane feels like a vacation, where mornings rise with the tide and dawn paints soft light across Bass River. Set on 1.37 acres of vibrant gardens and green space with 288 feet of private river frontage, this 5-bedroom, 5.5-bath estate blends Cape Cod charm with modern comfort, with nearly every room intentionally designed to capture panoramic water views. The sunlit river room and first-floor primary suite with a new radiant-floor spa bath offer restful retreats, while updates—including a new Jack & Jill bath upstairs, a new main-level full bath, and central air—enhance daily living. From the licensed dock with water and electricity, enjoy mornings of kayaking, paddleboarding, or head out by boat to Nantucket Sound. Afternoons invite barefoot walks on the lawn, reading on the deck, or quiet reflection. Loved for its serenity and beauty, this rare waterfront estate offers more than a home—it is an enduring retreat into the timeless beauty of Cape Cod.

45 Seth Lane, Yarmouth

1 Littles Ln, Newbury
$4,924,636
4 Beds ⋅ 5 Baths ⋅ 73333082 MLS
Build your dream home on this 4.5-acre gem at the gateway to Joppa Flats & the Great Marsh, on a quiet country lane untouched by time. Once the East Hay field for the storied Spencer Pierce Little Farm, the 'good soil' & exquisite southern exposure are just as the original settlers found it - a vast open space dotted w/ storybook evergreens, ancient maple groves and spectacular views stretching to the Atlantic. Acclaimed builder & architectural team with deep local ties and a vast body of luxury builds in Newburyport's south end, stand ready to craft a custom residence with premier workmanship & amenities: a showstopping kitchen overlooking rolling fields & shimmering ocean beyond, a grand fireplace and entry hall, + 6-car garage and elevator. 1.5 miles to downtown Newburyport, this private sanctuary is a once-in-a-lifetime chance to own a piece of Newbury’s heritage & forge a future designed especially for you. up to 6000 sq. ft. of living, starting at $4.5 million.

1 Littles Ln, Newbury

175 Bridge Rd, Salisbury
$4,899,000
73437515 MLS
Discover a rare coastal investment opportunity—a renovated 18-unit boutique hotel w/ Merrimack River views, PLUS a ~10,000sqft restaurant/event venue. Located on Rings Island, this asset has a unique edge in a high-demand, limited-supply market where Newburyport’s STR regulations have constrained inventory, and benefits from an extensive $2M+ renovation in 2016. With professional management in place since May 2025, summer revenues surged ~88% YoY. Hotel guests enjoy walkability to downtown Newburyport & close proximately to Salisbury Beach. The hotel (Guest House Suites) features 3 Two Bedroom Suites, 2 Junior King Suites, 5 Large King Studios, 3 Standard King Studios & 5 Double Queen Studios. The restaurant (The Slip) provides a variety of options—operate existing restaurant, lease to a new owner, convert to high-end suites (w/ town approvals), etc. The property could be delivered fully furnished/equipped. This is a legacy asset where lifestyle, hospitality, & investment intersect.

175 Bridge Rd, Salisbury

175 Bridge Rd, Salisbury
$4,899,000
20 Beds ⋅ 22 Baths ⋅ 73437514 MLS
Discover a rare coastal investment opportunity—a renovated 18-unit boutique hotel w/ Merrimack River views, PLUS a ~10,000sqft restaurant/event venue. Located on Rings Island, this asset has a unique edge in a high-demand, limited-supply market where Newburyport’s STR regulations have constrained inventory, and benefits from an extensive $2M+ renovation in 2016. With professional management in place since May 2025, summer revenues surged ~88% YoY. Hotel guests enjoy walkability to downtown Newburyport & close proximately to Salisbury Beach. The hotel (Guest House Suites) features 3 Two Bedroom Suites, 2 Junior King Suites, 5 Large King Studios, 3 Standard King Studios & 5 Double Queen Studios. The restaurant (The Slip) provides a variety of options—operate existing restaurant, lease to a new owner, convert to high-end suites (w/ town approvals), etc. The property could be delivered fully furnished/equipped. This is a legacy asset where lifestyle, hospitality, & investment intersect.

175 Bridge Rd, Salisbury

200 Cliff Rd, Wellesley
$4,895,000
7 Beds ⋅ 7 Baths ⋅ 73376559 MLS
Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

200 Cliff Rd, Wellesley

180 Ivy St, Brookline
$4,800,000
6 Beds ⋅ 7 Baths ⋅ 73466199 MLS
Over the past century, The Loring-Atherton House has been owned by just two families. Now, this distinguished Cottage Farm residence presents a rare opportunity for its next owner to thoughtfully reinterpret it for a new era. Set on a prominent corner lot in the heart of Brookline’s Cottage Farm Historic District, the residence is an exceptional example of Georgian Revival architecture. Its stately brick exterior is defined by a slate roofline, dormer windows, tall chimneys and a classically detailed entrance crowned by an arched fanlight. At the rear, a broad brick terrace, graceful curved staircases and a multi-paned bay overlook the mature, tree-canopied grounds. Inside, the home reveals an extraordinary collection of architectural details. A dramatic great room features a soaring exposed timber ceiling, hand-painted decorative friezes, richly paneled walls, built-in bookcases and window seating, and a substantial marble fireplace. Elsewhere, a beautifully crafted wood staircase, patterned tile floors, ornamental ironwork, additional fireplaces and a mural-lined library speak to the artistry and character carried throughout the residence. Together, these elements provide a compelling architectural language from which something entirely personal can be created. Currently offering six bedrooms and six and a half bathrooms across approximately 8,326 square feet of finished living space, the property encompasses more than 10,000 square feet of finished and unfinished space in total. The opportunity is not simply to restore what was, but to consider how its most distinctive elements can inform what comes next, creating a home that feels relevant to the present while remaining connected to its remarkable history. Directly across from Mason Square Park and moments from the Longwood Medical Area, Fenway, Boston University, leading schools and many of the region’s finest cultural and green spaces, 180 Ivy Street offers the architectural character and greenery of Brookline while keeping Back Bay, downtown Boston, Cambridge and Harvard University all within easy reach. More than a significant address, it is an opportunity to carry forward a century-long legacy while defining its next era.

180 Ivy St, Brookline

42 Harvard Street, Boston
$4,750,000
5 Beds ⋅ 5 Baths ⋅ 73590132 MLS
Overlooking John Harvard Mall in Charlestown’s historic gaslight district, this handsome, 5+BR/4.5BA, bow front brick townhome, offers 4,000sf of living space and two covered parking spaces. Built circa 1875, the home was rebuilt from the brick façade inward in 2009/10, with all-new framing and major systems, then thoughtfully reimagined in 2024/25 for modern family living. The main level is open and filled with light, with living, dining, and kitchen spaces flowing together beneath crown molding and custom millwork. A gas fireplace with porcelain surround anchors the living area, and a multi-zone sound system carries music throughout. The chef’s kitchen centers on a large marble-topped island and is equipped with a new Thermador six-burner range with grill and double ovens, plus a Sub-Zero refrigerator. Oversized windows and skylights brighten the space, and a French door opens to a private side porch for outdoor dining and grilling. A powder room services this level. The entire second floor is reserved for the primary suite, w/dual walk-in closets and a spa-style bath featuring a freestanding soaking tub, double vanity, and oversized walk-in shower. The third-floor features two generous bedrooms w/dual custom closets; a dedicated home office, full bath, and laundry center. The fourth-floor adds a custom built-in library or study and guest suite. Above it all, the roof deck offers 360-degree views of Boston Harbor and the city skyline. The lower provides versatile living space: a media room w/wet bar and EuroCave wine refrigerator, a gym or au pair suite, an oversized mudroom w/heated floor, abundant storage, and second washer/dryer. A 2-car covered driveway is just off the mudroom. Historic character, modern systems, and a coveted location make this a turnkey Charlestown home.

42 Harvard Street, Boston

393 Commonwealth, Newton
$4,749,000
5 Beds ⋅ 6 Baths ⋅ 73584123 MLS
Set on a corner lot of over 30,000 square feet of beautifully manicured, level grounds along Commonwealth Avenue’s coveted carriage lane at the crest of Heartbreak Hill, this distinguished brick Georgian seamlessly blends classic architecture with refined modern updates. Enter the gracious foyer to find a sweeping staircase crowned by a majestic crystal chandelier. The formal dining room boasts a striking gas Onyx Marble fireplace and flows effortlessly into a sun-filled conservatory, while the formal living room conveniently adjoins a sophisticated classic bar lounge. The reimagined main level is designed for today’s lifestyle, featuring a stunning open-concept kitchen and a spacious family room that serve as the heart of the home, ideal for both intimate family life and large-scale entertaining. A private home office with custom built-ins, a beautifully renovated mudroom, and two powder rooms complete this level.The second floor offers a luxurious primary suite complete with an exceptional custom walk-in closet and a fully renovated, spa-inspired bath with a steam shower, accompanied by two additional bedrooms and a full bath. The third floor provides a versatile and private teen suite featuring two generously sized bedrooms and a renovated full bath, offering exceptional flexibility for guests, family members, or dedicated home officesOutside, the impressive grounds showcase mature landscaping, extensive stonework, a renovated heated in-ground pool, and a fully equipped professional chef’s outdoor kitchen, creating a private backyard retreat designed for effortless entertaining. Situated within the highly sought-after Ward School district, this exceptional property offers convenient access to Newton Centre, the Mass Pike, premier local schools, shopping, dining, and downtown Boston.

393 Commonwealth, Newton

142 Dorchester Street, Boston
$4,550,000
18 Beds ⋅ 18 Baths ⋅ 73531446 MLS
is pleased to present 142 Dorchester Street, an 18-unit stabilized multifamily asset in South Boston offered at a 6+ cap rate on in-place income.The property operates as a studio apartment building and is delivered fully stabilized and turnkey. All 18 units have been updated with modern kitchens, baths, and flooring. Common areas are modern throughout. The building is fully sprinklered and includes an additional driveway with 4 tandem parking spaces. Each unit is equipped with its own kitchen and bathroom (not shared), individual thermostat control for heat and AC — master HVAC is owner-paid. On-site laundry provides ancillary income.142 Dorchester Street represents one of the few opportunities to acquire scale in South Boston's supply-constrained multifamily market at a sub-$265,000 per-unit basis with no capital requirements to close!

142 Dorchester Street, Boston

1 Avery Unit 27B, Boston
$4,550,000
3 Beds ⋅ 4 Baths ⋅ 73492819 MLS ⋅ ['Ritz Carlton'] BLDG.
Exquisitely renovated 3-bedroom at the Ritz-Carlton Residences overlooking the Boston Common. Featuring the highly desirable B-unit layout, the unit showcases a sleek eat-in kitchen outfitted with white lacquer and walnut cabinetry, open shelving, gas range, double wall ovens, and a Sub-Zero refrigerator, perfect for both everyday living and entertaining. The spacious dining area includes a hidden built-in china cabinet and flows seamlessly into an expansive living room, ideal for hosting. The primary suite is a true retreat, complete with ample closet space and a luxurious marble bathroom. Residents enjoy access to exclusive Ritz-Carlton services, including 24-hour concierge, doorman, and preferred rates at Ritz-Carlton hotels around the world. Onsite amenities include the renowned Equinox Sports Club and dining at Artisan Bistro and Avery Bar. Two valet parking spaces included plus 60hr/month guest parking

1 Avery Unit 27B, Boston

Truman Parkway, Milton
$4,500,000
73058876 MLS
Developer's Dream! Incredible generational opportunity to purchase newly cleared land in gorgeous ultra desirable Milton with direct frontage and views over the river. Accessed via an easement over conservation land and under the tracks, wide open site which years ago went through a bylaw process to allow residential use of not more than 90 units (at the time, basic drawings were done for two buildings totaling 89 units). Approx 1/2 mile to MBTA Fairmount Commuter Rail in Boston! Referenced in the Milton housing plan of 2020 discussing the bylaw for up to 90 units with 10% affordable housing. No approvals or permits have been applied for and no representations made, buyer to perform their own due diligence. Priced for immediate sale and an exceptional development or land-use opportunity.

Truman Parkway, Milton

20 Longmeadow Drive, Westwood
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 73535655 MLS
Your family's everything dream home is already built for you with both elegance and warmth as soon as you step in. Light-filled rooms throughout, featuring window seating both in the kitchen's separate eating area and in the hexagonal library. Floor to vaulted ceiling windows that flank the grand stone and brick fireplace in the Great Room and carry you to the gourmet kitchen with quartz countertop island for fabulous entertaining. This leads through a fully equipped butler's pantry to an unmatched dining room with built-in cabinetry, fireplace, and arched windows. Flooring of marble, tile and oak are found throughout, with views front to back. Or choose the magnificent sunroom, which steps out to stone patios for gatherings all across the yard with a level grassy area for endless possibilities. Walk the sidewalks with stately Boston street lamps. Fall asleep at night in luxury with a fireplace, spa bath ensuite, and choose your outfits in the morning from your two walk-in closets.

20 Longmeadow Drive, Westwood

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