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$10,890,000
6 Beds 9 Baths
SEE VIDEO VISUALLY DESCRIBING GROUNDS AND HOME DURING THE DAY AND AT NIGHT. Georgian Revival architectural masterpiece is sited on 23.5 acres less than 3 miles from the center of Concord and its many renowned public and private schools. Acres of level manicured gardens feature specimen plantings, lawns, waterfall and a koi pond, granite terraces, and walkways of stone and antique bricks. The sunken European-style garden features a central swimming pool designed to resemble a reflecting pond with fountain. Surrounding these formal gardens are acres of private woodlands with trails for walking, riding, snow shoeing, and cross-country skiing. These estate acres abut hundreds of acres of conservation land and provide tranquility rarely found so close to Boston. Constructed by master craftsmen using only the finest materials, the 10,375sf residence offers 6 bedrooms, fully integrates smart-house technology, and is in new construction condition. Do not approach house as driveway is alarmed.

495 Hugh Cargill Rd, Concord

Listing Courtesy of : Jonathan Radford ---- Coldwell Banker Realty - Boston

$10,200,000
4 Beds 1 Baths
A truly rare offering, this 117± acre waterfront estate presents a once-in-a-generation opportunity on the shores of Maine's highly sought-after Long Lake. Currently operated as the family-owned Colonial Mast Campground for 48 years, the property boasts more than 2,500 feet of pristine waterfront, expansive sandy beaches, and an extensive docking system with 72 boat slips. Licensed for 110 RV campsites, including some year-round sites, the property features an impressive collection of existing infrastructure, including an indoor pool facility, camp store with commercial kitchen, recreation hall, bathhouse, garages, and a waterfront owner's residence. Many of these structures are grandfathered within the shoreland zone, creating significant value and flexibility that would be difficult to replicate today. With over 7,000 feet of combined road frontage along Kansas Road, Bove Road, and Colonial Mast Road, this property offers exceptional access and development potential. Whether envisioned as a continued campground operation, a large-scale residential development, a luxury waterfront community, or an extraordinary private family compound, the possibilities are unmatched. Enjoy direct access to 11 miles of boating and recreation on Long Lake, with navigable access to Brandy Pond and Sebago Lake. Ideally located in the heart of Maine's Lakes Region, the property is just minutes from the Naples Causeway, 15 minutes to Pleasant Mountain Ski Resort, and only 45 minutes from Portland. Opportunities of this scale, with this amount of waterfront, acreage, infrastructure, and development potential, rarely come to market. Own one of the largest and most significant waterfront properties in the Lakes Region to hit the open market.

1 Colonial Mast Rd, Naples

Listing courtesy of Oberg Insurance & Real Estate Agency, Inc..

$10,000,000
7 Beds 10 Baths
Introducing 19 Bonnybrook, an exceptional new-construction estate set on over ¾ acre in Waban. Spanning 11,535 sq ft, this luxurious residence offers 7 bedrooms, 7 full baths, & 3 half baths, blending scale, elegance, modern comfort & custom millwork. A spectacular gourmet chef’s kitchen with premium appliances & dual islands is complemented by a fully equipped secondary kitchen for effortless entertaining. The dramatic two-story family room features 20+ft ceilings & stunning floor-to-ceiling stone fireplace. The first floor also includes formal living & dining rooms, a sun-filled breakfast area overlooking the landscaped backyard & patio, & a gracious first-floor ensuite. 2nd floor offers a presidential primary suite w spa-like bath, fireplace,& private deck, four ensuite bedrooms, office/yoga room, & laundry. The lower level features a guest suite, gym, wine cellar, theatre, steam & sauna, & recreational room. Elevator, 3-car garage, & room for pool complete this exceptional offering

19 Bonnybrook Road, Newton

Listing Courtesy of : The Jeff Groper Group ---- Coldwell Banker Realty - Newton

$9,998,000
5 Beds 9 Baths
Welcome to Harbor Watch-a distinguished estate steeped in history and timeless elegance. Perched on 2.2 private acres with sweeping views of the Kennebunk River and Atlantic Ocean beyond, this exceptional residence offers the rare combination of privacy, beauty, and walkability to the heart of Kennebunkport Village. Harbor Watch offers an array of thoughtfully designed outdoor spaces from second floor decks, to gracious front and side patios, to the manicured side lawn with classic pergola and elegant fountain. An in ground pool is nestled among original stone walls, salvaged from the historic Stone Castle, blending old world charm with modern luxury. Additional features include a 3 bay garage equipped with an EV charger, convenient pet shower, and generous storage. The front circular driveway adds stately curb appeal , while a separate rear driveway provides direct access to the garage and back hallway for everyday convenience. The property is irrigated ensuring the grounds remain lush and pristine. The front formal entry welcomes you with elegant marble floors and a grand staircase. The main floor is designed for entertaining and comfortable living. It includes a spacious living room with wood burning fireplace and wet bar; a conservatory wrapped I windows and a formal dining room. The updated kitchen features a large center island with seating, separate pantry, multiple refrigerators and dishwashers-ideal for hosting at scale. An adjacent comfortable family room with second wood burning fireplace and dedicated office complete the main level. Upstairs is an expansive primary suite and 4 additional en suite bedrooms. A richly appointed office with gas fireplace adds to the second floor appeal. The lower level features a custom bar with large wine cooler, wet bar ,gas fireplace, and gym that opens to the in ground pool. Harbor watch is a rare property- a spectacular home with timeless elegance in an absolutely perfect location!

60 Ocean Ave, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$9,990,000
5 Beds 10 Baths
This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include Lutron shades to provide unmatched comfort. Unmatched detail throughout,with main level foyer, floating staircases, and an open flow to the main dining and living areas. Chef’s kitchen w/top of the line appliances & breakfast bar opens to the large family room with fireplace. Huge office, mudroom, and large 3car garage finish the main level. 2nd floor features an amazing master suite, w/2 large baths and dressing rooms. 4 additional bedroom suites and laundry finish the 2nd floor. The lower level features a large gym, pickleball/sportsroom, playroom/media room, cedar closet, and amazing storage.

70 Possum Rd, Weston

Listing Courtesy of : Rose Hall ---- Blue Ocean Realty, LLC

$9,990,000
7 Beds 7 Baths
Tucked away on 27 pristine acres along Massachusetts’ famed Gold Coast, Malt Hill is a rare legacy estate offering privacy and oceanfront beauty. At its heart stands a striking three-story residence distinguished by its stucco façade, slate roof, and stately chimneys. Inside, rich architectural details pay homage to its grand origins and create an ambiance of warmth and sophistication. Beyond the main home, the estate unfolds into a world of unparalleled amenities: a carriage house with three residential units, gunite swimming pool, tennis court, and peaceful pond. A quaint “oyster camp” overlooks the tidal marsh, offering a front-row seat to the rhythms of nature. Most remarkable, however, is the estate’s private 3.8-acre beachfront—a secluded stretch of coastline where the ocean meets the horizon. With easy access to Boston, Malt Hill is the perfect retreat for those seeking both tranquility and convenience. A true masterpiece, ready for its next chapter of refined coastal living.

965-973 Hale Street, Beverly

Listing Courtesy of : Brackett Janis Group ---- Engel & Volkers By the Sea

$9,985,000
5 Beds 8 Baths
Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom cabinetry, and a large island opening to sun-filled living and dining areas. A seamless indoor-outdoor flow connects to the private, flat tree-lined lot—perfect for entertaining or relaxation. Highlights include a luxurious primary suite with spa bath, generous secondary bedrooms, family room and a versatile finished lower level, attached 3-car garage with heated driveway, permitting for a pool. Built by a renowned local builder, this move-in-ready residence offers unmatched style, craftsmanship, and comfort in one of Brookline’s most desirable settings. Just bring your toothbrush!

68 Clyde Street, Brookline

Listing Courtesy of : Maggie Gold Seelig ---- MGS Group Real Estate LTD

$9,950,000
11 Beds 3 Baths
For the first time ever, The Allen Estate & Farm is being offered for sale—an extraordinary 72-acre legacy property set in the heart of Bedford, one of Southern New Hampshire’s most desirable communities. This remarkable parcel features rolling organic soils, approximately 30 acres of open fields, mature woodlands, and natural elevation changes that offer the potential for sweeping views of Boston from its highest elevations. The possibilities are exceptional—ideal for a private family compound, equestrian estate, working farm, luxury inn, wedding venue, or a thoughtfully designed subdivision (subject to approvals). The exceptionally built main residence offers 11 bedrooms, 11-foot ceilings, and abundant natural light throughout. Distinctive architectural features include a mansard slate roof, soapstone sinks, multiple wells, five porches and verandas, and a two-story ell—blending historic charm with enduring craftsmanship. Rich in character, the property also includes several impressive outbuildings: a three-story barn with exquisite woodwork, a two-story carriage house, an ice house, and a pump house. Scenic wooded trails wind through the property, highlighted by two stone bridges that enhance its natural beauty. Located just minutes from major commuter routes, Manchester, and Manchester-Boston Regional Airport, Bedford offers a rare combination of convenience and tranquility. The town is known for strong property values, extensive conservation land, a family-friendly atmosphere, and exceptional shopping and dining. A once-in-a-generation opportunity to own and shape a landmark estate in one of New Hampshire’s most sought-after markets.

117 New Boston Rd, Bedford

Listing Courtesy of : Molly Cottle ---- Realty One Group Reliant Cell: 603-345-1642

$9,950,000
6 Beds 9 Baths
Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, spacious pool house, and a substantial private deep-water dock. Upon entering the home, the grand foyer leads you into the magnificent great room with a two-story custom fireplace, where panoramic vistas of the water and breathtaking sunsets set the scene for unforgettable family gatherings as well as effortless entertaining. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen with center island, custom cabinetry and top-of-the-line appliances and a state-of-the-art home theatre. The six en-suite bedrooms include a first-floor suite with French doors leading to the back yard and a lavish primary suite with a luxurious bathroom, two walk-in closets and a private deck overlooking the water. Enhanced with modern conveniences such as a Sonos whole-house sound system and a 9-zone Hydro air system, every detail has been carefully planned and implemented. Additional highlights include a private guest suite above the attached 3-car garage and a sprawling entertainment room with a balcony on the third level highlighted by western exposure to experience breathtaking sunsets. Located just minutes from the upscale boutiques and renowned dining of Osterville village, this extraordinary property offers a lifestyle of unparalleled elegance and tranquility by the sea. 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.

501 Eel River Rd, Barnstable

Listing Courtesy of : Robert Kinlin ----

$9,900,000
7 Beds 7 Baths
319 Beacon Street is a stunning single-family residence offering impressive scale, refined finishes, and an outstanding layout for both grand entertaining and everyday living. Flooded with natural light from oversized windows, the residence features beautifully proportioned rooms with high ceilings, all connected by an elevator servicing every level. Elegant formal living and dining spaces provide a sophisticated setting for entertaining while maintaining a warm and inviting feel. A suburban-sized eat-in kitchen is outfitted with top-of-the-line appliances, custom cabinetry, and extensive storage. The expansive family room with a full bar opens to a spectacular oversized deck, creating an ideal indoor-outdoor setting for entertaining. Additional highlights include a home office and a private guest suite on the lower level. Atop it all is an incredible roof deck with sweeping city views. Complete with 2 garage and 1 outdoor parking space, all in a premier Back Bay location.

319 Beacon Street, Boston

Listing Courtesy of : Tracy Campion ---- Campion & Company Fine Homes Real Estate

$9,890,000
5 Beds 4 Baths
A rare opportunity to own one of Duxbury's most extraordinary waterfront estates on Eagle's Nest Point. Sited on a private 7.6-acre peninsula extending into Duxbury Bay, this classic shingle-style residence offers sweeping water views on three sides, deep-water dock access, and the kind of privacy that simply cannot be replicated. The main house has been thoughtfully updated while preserving its architectural integrity with generous principal rooms, gracious flow, and natural light throughout. A separate guest cottage provides comfortable accommodations for visitors while maintaining the quiet of the main residence. Whether arriving by land or by sea, 160 Marshall Street makes an unmistakable impression. Seven and a half acres, three sides of water, and a setting that defines the finest of coastal New England living. This property is being sold as a commissioner's sale pursuant to a Massachusetts Land Court partition action.

160 Marshall Street, Duxbury

Listing Courtesy of : Kristin Thompson ---- Keller Williams Realty Signature Properties

$9,850,000
5 Beds 5 Baths
Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound—accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living—screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck—perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. 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.

14 Indian Trail, Barnstable

Listing Courtesy of : Robert Kinlin ----

$9,800,000
3 Beds 1 Baths
A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 And 607 N Main St, Wolfeboro

Listing Courtesy of : Lobin Frizzell ---- KW Coastal and Lakes & Mountains Realty/Meredith

$9,500,000
5 Beds 6 Baths
Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously landscaped grounds designed for both grand entertaining and quiet moments of retreat. Inspired by the timeless character of a European country estate, the residence encompasses 7,157 square feet of thoughtfully designed living space where sophisticated craftsmanship meets effortless comfort. A dramatic foyer introduces the home's remarkable interior, opening to an impressive great room with soaring vaulted ceilings, architectural columns, a custom fireplace, and expansive walls of glass that frame the ever-changing waterfront. Designed for both everyday living and elegant entertaining, the sun-filled dining room captures tranquil water views and flows seamlessly into a beautifully appointed chef's kitchen featuring a coffered ceiling, granite countertops, an oversized center island, and direct access to a spacious waterside terrace. The first-floor primary suite offers a luxurious private retreat, while four additional bedrooms--including a gracious guest suite above the attached three-car garage--provide exceptional accommodations for family and guests. Outdoor living is equally compelling. Expansive terraces and inviting gathering spaces overlook the pool, manicured gardens, and deep-water dock, creating an idyllic setting for waterfront entertaining or peaceful afternoons by the shore. Set within one of Cape Cod's most coveted private enclaves, where golf, boating, and an unmatched sense of privacy define the lifestyle, this exceptional estate represents a rare opportunity to own a legacy property in Oyster Harbors. 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.

25 Oyster Way, Barnstable

Listing Courtesy of : Robert Kinlin ----

$9,500,000
6 Beds 9 Baths
One of South Side Weston’s most exceptional estate offerings, privately sited on 2.4 breathtaking resort-like acres. Meticulously maintained and masterfully renovated, this distinguished residence seamlessly blends timeless architecture with sophisticated modern luxury. Sun-drenched interiors and exquisite craftsmanship define every space, highlighted by a spectacular vaulted family room and chef’s kitchen overlooking magnificent grounds. The elegant fireplaced primary offers a serene private retreat. Exceptional quality extends throughout, with en suite bedrooms and generous guest quarters with separate entrance. Designed for grand-scale entertaining and effortless everyday living with a custom pool, spa, expansive patio, and beautifully renovated barn with loft, stalls, and half-court basketball court. A remarkable walk-out lower level presents endless possibilities for recreation, wellness, sports, or a significant car collection. A legacy property just minutes to Boston and Logan.

43 Pine Street, Weston

Listing Courtesy of : Jill Boudreau ---- eXp Realty LLC - Corporate Office

$9,500,000
6 Beds 7 Baths
Lake Winnipesaukee waterfront living at its finest. "Woodland Cove" is set on three private acres with 310 feet of pristine sandy shoreline and coveted southern exposure, this extraordinary custom estate captures sweeping views of the lake and the Belknap Mountain range while offering rare protection from prevailing winds. The sugar sand beach allows you to wade in slowly with a sandy bottom extending well off shore. The park-like grounds are a masterpiece of natural beauty, featuring mature gardens, handcrafted stonework, and multiple outdoor living spaces designed to embrace the waterfront setting. A stunning mahogany-and-fieldstone boathouse which is architecturally exceptional—stands as a true centerpiece of the property. The boathouse features a large lift to keep your boat pristine as well. Spanning more than 8,000 square feet, the 13-room residence combines timeless craftsmanship with luxurious comfort. The home features six spacious bedrooms and seven baths, with every bedroom offering its own en-suite bath for ultimate privacy and convenience. Soaring ceilings, elegant crown molding, and walls of glass create an atmosphere of light, space, and sophistication throughout. The decorator furnishings have been curated specifically for this home and are included. Designed for both relaxed lake living and entertaining, the home offers expansive decks, patios, and a beautiful screened porch that seamlessly blends indoor and outdoor living. The first-floor primary suite is a private retreat with breathtaking lake and mountain views, a generous walk-in closet, and a spa-inspired bath. Located just 10 minutes from downtown Wolfeboro, this remarkable property delivers the perfect balance of convenience, exclusivity, and complete privacy on New Hampshire’s most sought-after lake. This is truly a special property in the nations "Oldest Summer Resort."

80 Parker Island Rd, Wolfeboro

Listing Courtesy of : Brian Neidhardt ---- Four Seasons Sotheby's Int'l Realty

$9,500,000
7 Beds 8 Baths
Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with fireplace, multiple closets, & a spa-like bath, along with additional en-suite bedrooms and a third-floor recreation space.The fully finished lower level includes a kitchen, gym, theater, recreation room, additional bedrooms, and full bath. Additional highlights include radiant heated floors, smart home technology, and an oversized double-depth garage accommodating up to six cars. Set on nearly one acre of beautifully landscaped grounds w/ a swimming pool, clay tennis court, and heated driveway and walkways for snowmelt. An exceptional residence offering luxury, privacy, extraordinary amenities.

355 Buckminster Road, Brookline

Listing Courtesy of : Samantha Stumpo ---- Serhant

$9,495,000
4 Beds 6 Baths
Timeless architect-designed Katama retreat made for summer living. Privately set at the end of a long drive on 1.53 acres near South Beach, this Patrick Ahearn-designed estate offers 4,605 square feet of refined Vineyard living. Built in 2022, the home blends award-winning coastal architecture with vaulted ceilings, custom shiplap, millwork, antique rough-hewn beams, Rubio Monocoat floors, high-end fixtures, and luxury finishes. The Great Room is anchored by a floor-to-ceiling gas stone fireplace, while the gourmet kitchen opens to the living, dining, and family rooms, with a Butler’s Pantry for entertaining. French doors lead to a screened porch and resort-style outdoor setting with PebbleTec gunite pool, built-in spa, bluestone patio, outdoor shower, and pergola-covered lounge with wood-burning fireplace. Four en suite bedrooms include a serene Primary Suite with pool access. An attached two-bay garage and full unfinished basement add ease and future potential.

29 Slough Cove Rd, Edgartown

Listing Courtesy of : Wendy Harman ---- Compass

$9,250,000
5 Beds 3 Baths
A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the Vineyard. The property, located on a private way in the historic Hatch Road neighborhood, is a short distance to downtown Vineyard Haven and the West Chop Club. The home, built in 1900, was the summer residence of Leland and Carol Powers who named their estate ''The Mooring.'' Enjoy the magnificent views and sounds from the wrap-around porch: spectacular sunrise over East Chop; tell time by the passing ferries; see youngsters learn the art of sailing from the Yacht Club; see the Black Dog tall ships raise their sails in front of you; watch family members and guests enjoy lawn games, and swimming.

33 Goethals Way, Tisbury

Listing Courtesy of : Buder Team ---- Sandpiper Realty, Inc.

$8,995,000
7 Beds 6 Baths
Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

39 Worthington Rd, Brookline

Listing Courtesy of : Rachel Goldman ---- MGS Group Real Estate LTD

$8,995,000
5 Beds 7 Baths
Exquisite fully renovated 5+ bedroom townhouse! An ideal South End location on West Canton St between Warren Ave & Tremont St, this special home has been totally customized by the Lagasse Group and has been finished with the highest level of craftsmanship. A parlor level kitchen offers an oversized island, abundant storage, a beverage center, gas cooking and is open to a large dining space and a bow front living area with views east down Montgomery St. A double entry, half bath, private deck with floor to ceiling wall of glass, and tall ceilings complete the parlor level. A 2nd level primary suite is complete with 5 piece bath with ample storage, 2 walk in dressing rooms and a large bedroom. A 3rd floor is complete with 3 bedrooms, 2 full baths, auxiliary laundry & storage. Under the stoop entrance boats a large mudroom AND a walk in coat closet, the bedroom/home gym with en suite bath and a kids play room. Garden level media room with wine storage, private garden, laundry room.

158 W Canton St, Boston

Listing Courtesy of : Michael Harper ---- Coldwell Banker Realty - Boston

$8,995,000
5 Beds 6 Baths
Nestled amid beautifully landscaped grounds, this exceptional 7,500± square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A dramatic two-story great room opens to an expanse of windows that frame the water, seamlessly connecting the interior to the surrounding natural beauty. The thoughtfully designed main level includes a chef's kitchen adjoining a sun-filled sitting room, elegant dining room, gracious living room, and handsome home office. The first-floor primary suite offers a peaceful retreat with water views, while a second primary suite and three additional bedrooms complete the upper level. A captivating tower room provides a 360-degree vantage point for enjoying sweeping sunsets and the ever-changing coastal landscape. The finished lower level extends the living space with a recreation area, wet bar, and kitchenette, ideal for casual gatherings or guest overflow. A two-car garage, expansive outdoor terrace and lush gardens complement the home's elegant yet relaxed design. Privately positioned, yet moments from Osterville's charming village center, this remarkable estate epitomizes luxurious waterfront living on Cape Cod. 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.

168 Garrison Ln, Barnstable

Listing Courtesy of : Robert Kinlin ----

$8,950,000
6 Beds 11 Baths
Purposefully designed for entertaining on every scale, this remarkable 2.07-acre estate offers approximately 12,000 square feet of luxurious living where family and friends naturally gather. From children's pool parties and lawn games to elegant dinners, corporate events and celebrations, every indoor and outdoor space is designed to create unforgettable experiences. Resort-quality amenities include a spectacular swimming pool, newly constructed four-season pool house, covered outdoor kitchen, bar, wine room, games room, home theatre, fitness center, spa, and expansive entertaining terraces. Extensively renovated and modernized, the residence features enterprise-grade WiFi, Crestron Home automation, distributed digital audio/video, advanced security, whole-house generators, upgraded mechanical systems, high-performance HVAC, designer lighting, custom millwork, and exceptional finishes throughout. Landscaped grounds with manicured lawns, stone walls, mature trees, and ultimate privacy.

1722 Monument St, Concord

Listing Courtesy of : Jonathan Radford ---- Coldwell Banker Realty - Boston

$8,950,000
6 Beds 6 Baths
Experience the pinnacle of beachfront living in Maine on 4.3 private acres and 5,705 SF of living square footage with 6 bedrooms and 5.5 baths within the Prouts Neck community. This extraordinary property boasts breathtaking ocean views, miles of pristine beach, and a tranquil pond in the backyard, creating a unique coastal sanctuary. The home has been elegantly transformed with a contemporary, minimalist design. Enter the sleek kitchen, a perfect blend of functionality and style, which seamlessly flows into a sunlit living room with soaring vaulted ceilings. The open-concept layout is ideal for modern living, while a covered porch extends your space outdoors, offering a perfect spot for dining, lounging, and enjoying the ocean breeze. Multiple entertaining areas provide stunning views that shift with the tide.

33 Massacre Ln, Scarborough

Listing courtesy of Legacy Properties Sotheby's International Realty.

$8,800,000
4 Beds 5 Baths
On the coveted backshore of Cousins Island, this extraordinary deepwater estate captures a rare vision of coastal Maine living. Designed by noted architect Joe Waltman and masterfully built by Anastos & Nadeau, the residence is perfectly positioned to embrace sweeping southern views across Casco Bay toward the Portland skyline, with deepwater access, private dock, mooring, and sandy beach offering an exceptional boating lifestyle. Classic shingle-style architecture, soaring 10-foot and 25-foot ceilings, and walls of glass create a home that feels both grand and welcoming. Brazilian cherry and natural stone floors, custom millwork, crown molding, built-ins, and an open interior balcony add warmth and craftsmanship throughout. The living and family rooms flow seamlessly together, framed by expansive water views and designed for both quiet evenings and effortless entertaining. The kitchen and dining area feature a substantial island, professional-grade appliances, dual wall ovens, walk-in pantry, wet bar alcove, and generous dining space overlooking the bay. A private den and first-floor office offer additional flexibility. Upstairs, the primary suite serves as a peaceful retreat with a reading nook overlooking the water, walk-in closets, and a marble bath with soaking tub and walk-in shower. Three additional bedrooms, full bath, laundry room, and a daylight lower level provide flexible space for guests, recreation, or fitness. Outdoor living is equally compelling with an expansive Ipe deck and sun-filled stone patio overlooking the shoreline. Though the setting feels private and serene, the property is just minutes from Yarmouth Village, Portland, marinas, restaurants, and some of Maine's most desirable coastal communities. A rare opportunity to own a remarkable waterfront estate combining architectural pedigree, deepwater access, and the enduring beauty of Casco Bay.

92 Spruce Point Rd, Yarmouth

Listing courtesy of RE/MAX By The Bay.

$8,800,000
7 Beds 8 Baths
Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining butler’s pantry, and a stunning chef’s kitchen that overlooks a fireplaced family room and a covered patio. There are 7 bedrooms highlighted by a stunning primary suite, as well as two offices, a playroom, an exercise room, and an attached, heated three-car garage. Outdoor amenities include a heated pool with a well-appointed pool house, a sport court, a stream-fed pond, and a barn-garage with a greenhouse and two horse stalls, along with a charming two-bedroom cottage. This exceptional property offers access to excellent public and private schools, Legacy Place, the train, and Boston via Rte. 95/128

401 Sandy Valley Rd, Westwood

Listing Courtesy of : John Boyle ---- LandVest, Inc.

$8,625,000
7 Beds 8 Baths
Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage. The square footage of 9,011, seven bedrooms and seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

63 Main Street, Barnstable

Listing Courtesy of : Christa Zevitas ----

$8,595,000
4 Beds 3 Baths
This exceptional residence is a masterclass in harmonizing nature with refined modern design—a true coastal sanctuary where every detail has been meticulously curated. Timeless elegance meets the distinctive allure of the Maine shoreline, from antique French limestone and wood floors that ground the home in European influence to expansive walls of glass that frame dramatic harbor sunrises, moonrises, and sunsets. Each element has been purposefully designed to enhance the living experience while creating a seamless connection between interior spaces and the natural world beyond. Thoughtful siting along the sun's path bathes the interiors in captivating natural light throughout the winter months, while mature trees provide a cooling, natural canopy in summer. The bright, airy main living area showcases a floating wood-burning fireplace and retractable screens, reflecting a commitment to comfort without compromising luxury. Private corridors lead to intimate retreat spaces, while extensive outdoor amenities—including native gardens and an oceanside pergola overlooking approximately 510 feet of waterfront—underscore the home's immersive yet versatile lifestyle. With a distinctive duality of influence, the property artfully blends West Coast sophistication with classic coastal charm. The result is not only an architectural statement but a serene haven for those who appreciate thoughtful design, refined living, and an enduring connection to nature. The home invites moments of quiet reflection, creative culinary exploration, and elegant entertaining within an environment that feels both dynamic and tranquil. Sited on 6.46 secluded and wooded acres. Rarely does a recently built residence of this caliber and setting become available in the highly sought-after Western Point location—just minutes from area shopping and schools, 3.9 miles to Interstate 95, and approximately 14 miles to the Port City Air private plane terminal. Shown by pre-arranged appointment only.

4 Ice House Pt, York

Listing courtesy of Carey & Giampa, LLC.

$8,500,000
8 Beds 12 Baths
A rare and truly exceptional offering in the heart of downtown Portsmouth—this one-of-a-kind property includes a luxury penthouse residence, a second residential unit, and two commercial storefronts, all offered in its entirety. Built in 2008 and meticulously maintained, the property blends modern construction, upscale amenities, and timeless interior style in an unbeatable downtown location. The main entrance on State Street opens to a foyer with elevator access to both residences and the lower level. A four-car garage is accessed from the rear of the foyer, while two ground-level storefronts with premier State Street frontage flank the entrance. Both retail spaces are leased to established tenants, with one at-will and one under lease. The second floor features a spacious three-bedroom, four-bath garden-style residence with an open-concept floor plan, hardwood floors, gas fireplaces, and three en suite bedrooms. The third and fourth floors comprise a stunning two-story penthouse offering four bedrooms and six baths, including four en suite bedrooms plus a fifth en suite office or guest suite. The expansive main living level showcases a chef’s kitchen with island, casual and formal dining areas, private office, mudroom, and rich cognac-toned wide-pine floors. Expansive decks span all three residential levels, each oriented toward the quiet, sun-filled, south-facing Court Street side. Additional highlights include secure private elevator access to each residence, four deeded garage parking spaces with additional storage, and a finished lower level ideal for a fitness room, wine storage, or flexible use space.Condominium conversion potential presents a rare investment or legacy ownership opportunity. Enjoy the many benefits of New Hampshire living, including no state income or sales tax, close proximity to the scenic coastlines and beaches of NH and Maine, and convenient access to 4 regional and international airports in less than one hour.

58 State St, Portsmouth

Listing Courtesy of : Jennifer Madden ---- Gibson Sotheby's International Realty

$8,475,000
4 Beds 7 Baths
Back Bay Single Family Brownstone on Marlborough Street - Designed for the buyer who values privacy and operational ease. Pull into three radiantly heated brownstone parking spaces, step inside, and let the elevator carry you from the parlor hosting floor to the rooftop terrace. Entertaining starts in the custom kitchen with integrated appliances, moves through formal dining and living rooms, then out to the private garden patio for open air evenings. Later, take the elevator up to the top floor family and media room, then step onto the rooftop terrace for open sky and distance from the street below. The entire third floor is devoted to the primary suite with dressing room, sitting room or office, and a radiant heated marble clad bath. A guest or au pair suite with wet bar keeps separation when you need it. Four bedrooms, three gas fireplaces, two wet bars, walnut built ins, and chevron floors finish the interiors. Private showings by request only.

352 Marlborough St, Boston

Listing Courtesy of : Michael Carucci ---- Serhant

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