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$5,250,000
4 Beds ⋅ 4 Baths ⋅ 73529657 MLS
Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed to maximize its breathtaking setting, the light-filled open floor plan features walls of glass and stunning water views from nearly every room. The main level includes a spacious living room with fireplace, dining area, updated kitchen, two bedrooms, and a shared bath. Upstairs, two private en-suite bedrooms enjoy elevated harbor vistas. The walkout lower level offers a family room and fitness space overlooking the water. A 2025 kitchen renovation, 2019 revetment, direct water access for kayaking, paddleboarding, fishing, clamming, and swimming, make this an exceptional opportunity.

56 Stage Island Road, Chatham

Listing courtesy of Listing Agent: James Lowenstern from Listing Office: eXp Realty LLC.
$5,250,000
73522983 MLS
You won't want to miss this discovery! Prime mixed-use investment opportunity in the heart of downtown Falmouth! Located directly on bustling Main Street, this high-visibility property offers approximately 9,600 sq. ft. of retail/commercial space plus a beautifully renovated 1,500 sq. ft. 3BR/2BA apartment above. The property is comprised of three commercial spaces totaling approximately 1,600 sq. ft., 4,500 sq. ft., and 3,500 sq. ft., each with full basements providing exceptional storage and utility space not included in the square footage. Five to six dedicated parking spaces plus abundant street parking and a municipal parking lot just one block away make access easy for customers, tenants, and guests. Surrounded by popular shops, restaurants, and year-round activity, this location benefits from exceptional pedestrian traffic in one of Cape Cod's most vibrant downtown districts. Just minutes to area beaches, ferries, and marinas. Ideal opportunity for investors or owner/users.

199 Main Street, Falmouth

Listing courtesy of Listing Agent: Michael Valentine from Listing Office: Premier Commercial.
$5,250,000
73440386 MLS
Situated on Route 28 at the intersection of Route 125, with convenient access to I-93 and I-495, 560 S Main Street st offers a 9,010 sq/ft commercial building on 1.46 acres, with 100 marked parking spaces that is ideally suited for restaurant operators, retail users, or mixed-use redevelopment. Built in 2008, the property has long served as the home of Tokyo Steakhouse, a well-established hibachi and sushi restaurant that has drawn steady customer traffic for years. Its proven success at this location underscores the strength of the site, with excellent visibility, high daily traffic counts, and close proximity to both residential neighborhoods and business districts. Whether continuing its tradition as a dining destination or repositioning the site for alternative commercial use, 560 South Main st presents a rare opportunity in Andover’s thriving commercial corridor. Leasing options are welcome in addition to a sale.

560 S Main St, Andover

Listing courtesy of Listing Agent: Fred Hoang from Listing Office: The Minuteman Realty Group.
$5,225,000
6 Beds ⋅ 4 Baths ⋅ 73472922 MLS
Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor shower, parking, and mini-split climate control; its upstairs bedroom enjoys views from Farm Pond to Nantucket Sound. Completing the property is the charming Lilac House, a fun open-concept bunk house with a full bath, water-view deck, and private outdoor shower. A wraparound porch captures sweeping ocean views, while beaches, shops, restaurants, Circuit Avenue, and the Harbor are moments away. An established rental history further enhances this rare opportunity in one of Oak Bluffs’ most iconic locations.

4 Canonicus Ave, Oak Bluffs

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
$5,200,000
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

Listing courtesy of Listing Agent: James Riel from Listing Office: JR Associates.
$5,200,000
73563192 MLS
±10 Acre Development Site available for sale

72,76 & 84 Woodland Street, Methuen

Listing courtesy of Listing Agent: Jeremy Freid from Listing Office: 128 CRE.
$5,200,000
5 Beds ⋅ 4 Baths ⋅ 73534187 MLS
Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an open-concept kitchen, dining, and living area, a private primary suite, office, screened porch, and expansive decks. Thoughtfully appointed with air conditioning, a whole-house generator, integrated sound system, and outdoor lighting. The grounds include a tennis court, landscaped gardens with a water feature, and several acres of open meadow surrounded by mature woodland, ensuring exceptional privacy with no visible neighboring homes. Ample room exists for a pool, and the parcel may offer subdivision potential. Ownership includes rights to Brickyard Beach.

49 Gosnolds Way, Chilmark

Listing courtesy of Listing Agent: Bonnie Pierce from Listing Office: Wallace & Co. Sotheby's International Realty.
$5,200,000
2 Beds ⋅ 4 Baths ⋅ 73485344 MLS ⋅ ['The Residences At The Charles'] BLDG.
The Residences at the Charles is a luxury full-service building with easy access to the Harvard Kennedy School, JFK Memorial Park, Harvard Business school, as well as fine dining & shopping. Enjoy elegant common areas, curated gardens, and a premier vantage point for the Head of the Charles Regatta. This breathtaking home was fully remodeled by the respected design firm Kristin Paton Interiors. Upon entering, there is a 28' living room with sliding glass doors to the 26' private terrace overlooking Riverbend Park and the Charles River. The dining room opens to the chic kitchen with premium appliances, custom cabinetry, and walk-in pantry. Ascend the glass-enclosed floating staircase to the 26' family room with built-ins, a bar, and 2 sets of sliding glass doors to another 26' private terrace. A tranquil primary suite includes a dressing area. There's a 2nd bedroom suite on this floor. Residents enjoy peace of mind with 24/7 front desk support, a fire suppression system, and elevators.

975 Memorial Drive Unit 211, Cambridge

Listing courtesy of Listing Agent: Gail Roberts, Ed Feijo & Team from Listing Office: Coldwell Banker Realty - Cambridge.
$5,100,000
3 Beds ⋅ 7 Baths ⋅ 73511019 MLS
Situated on a lovely street, this very special five story townhome has it all. There are three plus bedrooms with potential for more as the top floor with an open floor plan and sunny balcony offers great flexibility. Wonderful entertaining space and formal rooms with beautiful proportions and architectural details add to the charm. A door from the living room opens out to an extraordinary deck with a balustrade. The bright, eat-in kitchen with large windows looks out on the inviting garden. Amenities include a finished basement with a garden room and lots of storage.

52 Pinckney St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..
$5,100,000
73503350 MLS
A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association on Martha's Vineyard. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive access to the association’s private dock on Sengekontacket Pond, ideal for kayaking, paddleboarding, and more. This offering also includes a highly coveted stockholder membership to Farm Neck Golf Club, making it a truly unique and valuable investment.

7 Overview Lane, Oak Bluffs

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.
$5,100,000
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

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
$5,000,000
34 Beds ⋅ 25 Baths ⋅ 73552194 MLS
Yannios RE Investment Services, as exclusive agent, is proud to present a rare investment opportunity, that has not been available to the open market in 20 years. This offering represents a rare opportunity to acquire in one of the most supply-constrained submarkets in the Boston market. The building consists of 9-two bedrooms, 12-one bedrooms, 4 studios. Tenant paid heat and electric, hot water included in the rent. The units have sub-panels, newer ceramic tile & vinyl flooring, newer bathrooms, kitchens and other units with partial kitchen updates. The common hallways have newer vinyl plank flooring and lighting & newer roof. The common hallways have newer vinyl plank flooring and lighting & newer rubber roof. Value-add upside positioning the property to capture rent growth in a high-demand, low-vacancy market with access to public transportation and commuting routes into Boston.

30-32 High, Lynn

Listing courtesy of Listing Agent: James Yannios from Listing Office: Yannios R E Investment Sales.
$5,000,000
2 Baths ⋅ 73547308 MLS
ATTENTION all investors, hotel, developers & retail end users! This is a fully approved transit-oriented development (TOD) site that offers high visibility from Route 18 Here is your opportunity, directly abutting the fully operating Railroad Depot. This is a 3.16 acre site ready to be developed. It is in walking distance to the operational train stop platform as well as the Port of New Bedford, Nantucket & Martha's Vineyard Sea Streak Ferry terminal.TODS benefit people,cities & the environment. This 3 + acre lot presents tremendous development potential for a hotel concept "The property was previously approved for hotel development, with significant entitlement work completed, offering a strong foundation for a new developer to pursue the project." .TOD development offers limited soft costs with zoning & height regulations all but waived.Buildings could have prime views of Historic New Bedford & Buzzards Bay. New Bedford is a unique seaport city with the largest commercial fishing port ,a new transit system & countless ameneties, major employers, academic institutions, beaches, harbor walks,shops,dining, musems & a art community

1 Pearl St & Es Acushnet Ave, New Bedford

Listing courtesy of Listing Agent: Noble Vincent from Listing Office: Coastal Realty.
$5,000,000
8 Beds ⋅ 12 Baths ⋅ 73541371 MLS
An exceptional opportunity to own one of two newly constructed side-by-side townhomes in Newton Corner. Each residence offers over 4,000 square feet of thoughtfully designed living space, featuring a two-car garage, gas fireplace, soaring ceilings, and an expansive private backyard.Located on a quiet residential street, these homes are just a short walk to Buff’s Pub, local shops, restaurants, and amenities in Newton Corner and nearby Newtonville, with convenient access to Boston and major commuter routes.Now only weeks from completion, each townhome includes 4 spacious bedrooms and 5.5 bathrooms. The open-concept layout, sun-filled interiors, and high-quality finishes create the perfect setting for both entertaining and everyday living. Combining modern design, comfort, and exceptional space, these homes offer a rare opportunity to own brand-new construction in one of Newton’s most desirable neighborhoods.

129 Jewett St, Newton

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.
$5,000,000
6 Beds ⋅ 7 Baths ⋅ 73478835 MLS
Step inside this one-of-a-kind, recently built Victorian style home, seamlessly blending modern convenience with timeless elegance, and offering a prime location on one of the most historic sites in Lexington only steps to the town center. Whether hosting parties, guests or large family gatherings, this home will elevate your entertaining. The stunning chef’s kitchen is equipped with granite counters, 2 center islands, a breakfast bar topped with custom glass, informal dining and professional grade SS appliances including the True refrigerator and Wolf 60” gas range. Venture through the custom gazebo to the backyard, a private resort with an expansive blue stone patio, pergola, outdoor kitchen, and heated saltwater pool. The expansive primary suite has a huge walk-in closet, private balcony, fireplace and spa bathroom with glass-topped dual sink vanity, fireplace, tiled shower, and spa tub. Resort living with a pool, a movie theater, gym, and wine cellar without having to leave home!

16 Meriam St, Lexington

Listing courtesy of Listing Agent: Danielle Fleming from Listing Office: MA Properties.
$4,999,999
13 Beds ⋅ 11 Baths ⋅ 73522698 MLS
Rare opportunity to acquire this generational Beacon Hill property. Numerous possibilities for this unique and versatile mixed use building. Fully leased and professionally managed. Two commercial spaces with well established tavern and restaurant. Great potential for short term rental operation or long term development. The ground and first floor are comprised of commercial space and fully leased by Red Hat Tavern and Teddy's on the Hill. The upper three floors are comprised of ten one bedroom flats and three rooms with a shared bath. Laundry on site. Recent capital improvements to rubber roof systems (2014/2022). New drainage and sewer line (2023)

9 Bowdoin St, Boston

Listing courtesy of Listing Agent: Nicholas Mattia from Listing Office: Luxury Residential Group, LLC.
$4,999,999
2 Baths ⋅ 73489578 MLS
Established Seamless Gutter Manufacturing & Distribution Business – Massachusetts. Rare opportunity to acquire a well-established and profitable metal gutter fabrication business. The business has built a strong reputation for quality craftsmanship and reliable service, supported by a loyal customer base and consistent revenue history increasing year over year and operating since 1983. Full business details, equipment/inventory list and profit and loss can be provided after signing non-disclosure agreement for pre qualified buyers. Business can also be purchased with the current operating location, to see commercial listing including real estate view MLS #73489284.

190 Cherry Street, Middleboro

Listing courtesy of Listing Agent: Duckworth Prentice Group from Listing Office: Serhant.
$4,999,900
73437221 MLS
FULLY APPROVED FOR 34 Units!!!!! Currently an 8 Unit building all rented at TAW. Garage out back rented with an apartment above it. 25 Bedroom septic currently. See attached plans. Only a few hundred feet from Train station. Approved to add a 10 unit building and a 16 unit building for a total of 34 units.

817 Country Way, Scituate

Listing courtesy of Listing Agent: Chris Bruce from Listing Office: Real Broker MA, LLC.
$4,999,000
6 Beds ⋅ 8 Baths ⋅ 73555707 MLS
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
$4,998,500
4 Beds ⋅ 5 Baths ⋅ 73520842 MLS
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
$4,998,000
6 Beds ⋅ 6 Baths ⋅ 73501987 MLS
Elegance, sophistication & incredible architectural craftsmanship highlight this exquisite home, walkable to both Newton Centre & Newtonville. This contemporary colonial offers over 6900 sqft of luxurious living with 6 bedrooms & 6 full baths. The sunsplashed main level offers a formal dining, living room, office/bedroom with a 2 sided fireplace & full bath. The spacious chef's kitchen features Wolf & Subzero appliances, 2 dishwashers & 2 sinks, an island that seats 5 as well as a separate breakfast & sitting area. The inviting oversized family room with vaulted ceilings & fireplace lead out to a patio & private yard featuring an in ground pool & spa perfect for hours of entertaining. The 2nd level offers an gorgeous primary suite with a spa like bathroom & 2 walk in closets. Three additional generously sized en suite bedrooms & laundry complete this level. The finished lower level includes a spacious great room, wet bar, 2 mudrooms, bedroom, bathroom & elevator. A true masterpiece!

136 Beaumont Ave, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 73566298 MLS
Waterfront home with Deep-Water dock on Popponessett Island, within our New Seabury Resort! Rare opportunity to own an exceptional contemporary with sweeping views of Nantucket Sound & Popponesset Creek. Thoughtfully designed to showcase this spectacular setting, the sun-filled open floor plan features a dramatic floor-to-ceiling wall of glass that frames the breathtaking water views. The large kitchen flows seamlessly into the living room w/a wood-burning FP. The dining area with multiple sliders opens to a spacious deck perfect for outdoor dining, entertaining or taking in the ever-changing scenery. In addition, there is a primary bedroom w/private bath, plus a bedroom and bath. The lower level features a bedroom, bath, den & home office offering flexible living space for family and guests. The generous family room with a bar area has direct access to a waterfront patio and a lush lawn ideal for all your summer gatherings. This home is located at the end of a quiet cul-de-sac surrounded by water. Enjoy easy access to a sandy ocean beach on Nantucket Sound, spend the day boating to Martha's Vineyard, kayaking or simply relax taking in the cool summer breezes & endless water views.

145 Popponesset Island Rd, Mashpee

Listing courtesy of Listing Agent: Dorothy Oosterman from Listing Office: New Seabury Sotheby's International Realty.
$4,995,000
5 Beds ⋅ 4 Baths ⋅ 73563718 MLS
A rare waterfront offering in Sherborn, gracefully set along the shores of picturesque Farm Pond. Privately sited amid mature trees and lush grounds, this classic New England residence offers an exceptional setting of secluded, natural beauty, and timeless character. Direct Farm Pond frontage includes your own beach, creating a truly special opportunity for swimming, kayaking, paddleboarding, or simply enjoying peaceful days at the water’s edge. A sparkling saltwater pool provides an additional destination for summer entertaining, while expansive lawns, mature landscaping, and wooded surroundings create a serene sense of tranquility. The residence offers the warmth and enduring appeal of classic architecture, thoughtfully complemented by its extraordinary natural setting. From the landscaped grounds to the sweeping pond views, every element invites a more relaxed way of living. A singular opportunity to embrace exclusive waterfront living and quintessential New England beauty less than 25 miles from Boston. Located within the highly regarded Dover-Sherborn Regional School District, consistently ranked among the top 5 school districts in the Commonwealth.

112 Farm Rd, Sherborn

Listing courtesy of Listing Agent: The Berkowitz Team from Listing Office: Keller Williams Boston MetroWest.
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 73553568 MLS
Experience the rare opportunity to own a timeless Cohasset Coastal Estate with sweeping Ocean Views and access to 2 Private Beaches. Originally built in 1890, this beautifully updated home has been thoughtfully renovated to preserve its architectural heritage while embracing todays sought after open concept design where the rooms seamlessly connect creating an ideal setting for both everyday living and grand entertaining. The expansive 6500+ sq ft floor plan includes 5 generous bedrooms, 4.5 baths, a Gourmet Kitchen and a sun-drenched Au Pair or In Law Suite. Large windows frame breathtaking Ocean Views bringing the beauty of the ocean into your home. Whether you are enjoying your morning coffee on one of the multiple outside decks overlooking Minot's Light or hosting a summer gathering, you will feel like you are on a permanent vacation! Designed for modern comfort, with many recent updates, this one-of-a-kind home creates a truly rare offering for those seeking luxury, privacy and a unique coastal lifestyle. A private fenced in backyard and 4 car garage are two bonuses. Appointment required.

41 Hobart Ln, Cohasset

Listing courtesy of Listing Agent: Janice Crowley from Listing Office: Coastal Countryside Properties.
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 73551180 MLS
Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
$4,995,000
6 Beds ⋅ 6 Baths ⋅ 73545332 MLS
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$4,995,000
6 Beds ⋅ 7 Baths ⋅ 73542515 MLS
Set in one of Andover's most exclusive neighborhoods, this newly constructed estate enjoys a premier location beside The Pike School and within the prestigious Phillips Academy area—an address synonymous with distinction, academic excellence, and enduring value. Opportunities to own new construction of this caliber in such a highly regarded setting are exceedingly rare. Designed for modern living and entertaining, the home features six bedrooms, six full baths, and one half bath, offering a blend of comfort, elegance, and functionality. Expansive living spaces, architectural details, and premium finishes create an atmosphere of timeless luxury. A private first-floor guest suite with direct patio access and a mudroom with a dedicated dog wash station add convenience and flexibility. The sought-after location places residents moments from downtown Andover's dining, shopping, and commuter routes while enjoying the character of one of the town's distinguished neighborhoods.

7 Cider Hill Way, Andover

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.
$4,995,000
3 Beds ⋅ 4 Baths ⋅ 73536923 MLS
Truly incredible offering! This elegant property with 17(!) windows on the parlor level alone, offers a private townhouse-style entrance on picturesque Spruce Street, grand spaces and 3+ bedrooms. The rooms welcome you upon entry with their allure and volume. Guests will be in awe of the expansive living and dining spaces w/ 12 foot ceilings - unique, rarely seen architecture and scale. Beautiful millwork, a gas fireplace & warm hardwood flooring all add to this graceful space. Standout features include a handsome library/home office w/ wood paneled walls-a distinguished setting. A wonderfully laid out, oversized kitchen w/ notable appliances and pantry is adjacent to a fantastic den allowing for casual dining & cozy entertaining options. A luxurious primary suite w/ seating area offers 2 walk-in closets and an opulent bathroom. Two addt'l large bedrooms w/ en suite baths, powder room, storage. Reference floorplan to view the exceptional layout of this spacious, one-of-a-kind property.

50 Beacon Street Unit 50, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.
$4,995,000
3 Beds ⋅ 2 Baths ⋅ 73531359 MLS
Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by architects Jane and Christian Langmuir, this exceptional three-bedroom home is set on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace natural light and its surroundings, the residence blends natural materials with contemporary architectural details.The dramatic great room features a striking fireplace with a glacial stone hearth, while the open kitchen offers custom cabinetry and premium appliances. The primary suite includes two office spaces, a media area, walk-in closet, and spa-inspired bath. A private guest suite features a full bath with soaking tub, and the third bedroom is currently configured as a wellness space with sauna. Additional amenities include an attached two-car garage, owned solar panels, EV charging station, and a six-bedroom septic system.Seven Gates Farm residents enjoy access to private beaches, docks, tennis courts, and more.1000 acres of protected land.

35 South Bowl Rd, Chilmark

Listing courtesy of Listing Agent: Tina Miller from Listing Office: Donnelly + Co..
$4,995,000
4 Beds ⋅ 6 Baths ⋅ 73529545 MLS
Few homes in Cohasset capture the ocean, Minot’s Light and Little Harbor and with such extraordinary breadth. Extensively renovated with exceptional finishes, this four-bedroom residence offers sweeping water views from nearly every principal room, a custom library/study, four full and two half baths, and a spectacular roof deck with panoramic vistas. The sophisticated coastal design flows beautifully throughout the home, while recent improvements include new systems, Azek decking, landscaping and masonry. Ideally located near Cohasset Village, Sandy and Black Rock beaches, and the commuter rail, this exceptional property offers a rare combination of expansive water views, refined interiors and convenient access to Boston.

3 Jerusalem Lane, Cohasset

Listing courtesy of Listing Agent: Greta Gustafson from Listing Office: LandVest, Inc..

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