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150 Woodland Rd Brookline, MA 02467

$90,000,000
8 Beds
12 Baths
26,623 SqFt
Status Active
MLS # 72071392
Property Type Single Family
Born from the desire for ultimate privacy with city accessibility, 14± acres of untamed scrub and ledge were assembled into a single property, entirely reclaimed from the wild and transformed into a breathtaking tapestry of rolling lawns, ponds, sculpted rock outcrops and a horticultural encyclopedia of specimen plantings. Five miles from central Boston, this emerald island rises between the surrounding Brookline Country Club and Putterham Meadows Golf Course. Turf walkways and pathways meander through this extraordinary landscape and the winding driveway provides a multi-step reveal of this unique estate and its residence. The curving façade of Indiana limestone creates a home of singular distinction with 26,000sf of luxurious living space. Every exterior and interior stone was individually hand drawn ensuring a flawless finish. The appearance of simplicity is the ultimate challenge, achieved by creative architecture, sophisticated engineering and generations of the finest craftsmen.

50 Winsor Way Weston, MA 02493

$19,950,000
5 Beds
10 Baths
21,450 SqFt
Status Active
MLS # 72085402
Property Type Single Family
Uncompromising design, flawless construction, breathtaking scenery and wondrous nuances entice you into this custom built life estate. Poised on a 4.6 acre parcel of lush gently rolling lawn that abuts the 18th fairway of the Weston Golf Club, this property includes a main house with app.15,000 sq. ft of living space with 4 garage bays, a promenade pool with fountain feature, a pool house, an award winning concrete monolithic slab tennis court with professional lighting, a carriage house with 8 garage bays, billiards room, playroom and guest apartment, and a caretaker's barn with studio. This one of a kind architecturally designed stucco home and four building compound exudes grace and understated elegance with a gated entrance, an arrival courtyard surrounded by master-built stonewalls, endless entertaining spaces both for informal gatherings and formal events. A consummately-designed life estate with an effortless commute to Boston.

46 Easton Street Nantucket, MA 02554

$19,750,000
7 Beds
3 Baths
2,268 SqFt
Status Active
MLS # 72094220
Property Type Single Family
It's impossible to over-express the historic value of this home when one considers its extraordinary past and legacy. If you consider yourself a preservationist, one with respect for a home's provenence, then you should appreciate this property immensely. Two small homes were moved from another island location to this lot in 1897 then, a few years later, cleverly joined together to create one larger home, so typical of Yankee thrift and ingenuity. Situated defiantly on Brant Point, snubbing her nose at those who succumbed to modernization and change, she peers out across the inner harbor proudly proclaiming her rebellious nature to thousands of tourists every day. Decades of the original owner's descendants have cared more about enjoying the home and its prime location than keeping up with prevailing trends. This home is the most authentic un-restored Old Nantucket homestead available on the island. This truly is a once-in-a-lifetime chance to own an iconic island landmark.

251 Green Dunes Drive Barnstable, MA 02672

$19,500,000
9 Beds
11 Baths
10,760 SqFt
Status Active
MLS # 72108964
Property Type Single Family
Point of View. This exclusive, gated, 9 acre estate boasts truly unparalled 250-degree views of Nantucket Sound& Martha's Vineyard to Hall's Creek, Squaw Island and beyond. *ABSOLUTELY the *FINEST VIEWS* on Cape Cod! The family compound features your own private unspoiled sandy beach, carriage house w/ 1700 sq ft 3 bedroom, 2 bath guest house overlooking Halls Creek, 6 car garage and private caretakers quarters. The exquisite 5 bedroom 10,000 sq ft, award winning home was designed by architect Richard Bertmann and has incorporated striking visual elements (40 ft tower and 3 story rotunda...) in a traditional New England style shingled home. The lavish interior features large gourmet kitchen, huge master bedroom suite, indoor pool, gym, sauna, wine cellar. The property is subdivided into 2 lots. Private showings are available by request. Buyer/Buyer Agent to verify all listing information.

25 Commonwealth Ave Unit . Boston, MA 02116

$18,950,000
5 Beds
6 Baths
7,554 SqFt
Status Active
MLS # 72114201
Property Type Condominium/co-op
Extraordinary residence on the 1st block of sunny-side Commonwealth Avenue combines the scale and luxuries of suburban living with the convenience and amenities of city living. Beaming natural light through 32 windows, one can relish panoramic views of the distinguished Commonwealth Avenue Mall. This quintessential Back Bay home with private entrance, features 5 bedrooms 4 full & 2 half baths and has been impeccably maintained, exuding elegance and charm. The spectacular 42 ft living room boasts 15ft ceilings and features a grand fireplace showcasing the magnitude of this property. Separate dining. The stunning library highlights beautifully detailed woodwork. Resplendent private patio offers magnificent entertaining space. 5 gas fireplaces, oversized closet space/storage, and 2 full laundry rooms add to the home’s unique features. On-site superintendent M-F. The pièce de résistance is the private elevator to all levels and 4 full garage parking spaces completing this remarkable

25 Commonwealth Avenue Boston, MA 02116

$18,950,000
5 Beds
6 Baths
7,554 SqFt
Status Active
MLS # 72114230
Property Type Single Family
Extraordinary residence on the 1st block of sunny-side Commonwealth Avenue combines the scale and luxuries of suburban living with the convenience and amenities of city living. Beaming natural light through 32 windows, one can relish panoramic views of the distinguished Commonwealth Avenue Mall. This quintessential Back Bay home with private entrance, features 5 bedrooms 4 full & 2 half baths and has been impeccably maintained, exuding elegance and charm. The spectacular 42 ft living room boasts 15ft ceilings and features a grand fireplace showcasing the magnitude of this property. Separate dining. The stunning library highlights beautifully detailed woodwork. Resplendent private patio offers magnificent entertaining space. 5 gas fireplaces, oversized closet space/storage, and 2 full laundry rooms add to the home’s unique features. On-site superintendent M-F. The pièce de résistance is the private elevator to all levels and 4 full garage parking spaces completing this remarkable home.

192 Mishaum Point Road Dartmouth, MA 02748

$18,900,000
8 Beds
14 Baths
21,848 SqFt
Status Active
MLS # 71720279
Property Type Single Family
At the tip of Mishaum Point, above Buzzards Bay, Robert A.M. Stern created a Shingle Style masterpiece that was featured on the cover of Architectural Digest and is perfectly sited to embrace the full scope of its 270 degree ocean views. Grand in scale yet intimate in its wealth of hand-crafted detail the residence features deep porches that run the length of both facades and the stonework, tile work, and floors are the work of top artisans. Light floods the generously proportioned interior spaces superbly designed for grand entertaining yet ideal for family living and intimate gatherings. Complete with a spacious guesthouse and substantial deep water dock, this landmark property with over 1,500 feet of water frontage and 10 abundant acres, unites supreme privacy and stunning views with architectural elegance and utmost comfort. Information contained herein is believed to be accurate, but should be independently verified by prospective buyers.

316 Wellesley St Weston, MA 02493

$17,750,000
7 Beds
11 Baths
20,000 SqFt
Status Active
MLS # 72025698
Property Type Single Family
Majestic gated residence in one of the most affluent suburbs only 12 miles west of Boston. Designed for gracious entertaining, this magnificent estate is complete w almost 3 acres of manicured lawn, tennis court, heated swimming pool, outdoor kitchen, fire pit, rolling lawns, mature trees, waterfalls, gated entry, & separate antique carriage house all in a setting of complete privacy. The 20,000Sqft Federal Baroque New England colonial manor featuring Queen Anne chateau towers has 20 rooms w 7+ bdrms, 7 full & 4 half baths, 9 fireplaces, 2 floating style staircases, game room, wine cellar, tea room, 6 car garage & more. The manor home has endless details such as Vermont waterstruck brick, eyebrow dormers & marbled floors. The restored 4,500 sqft carriage home was constructed in 1743 & features historic details, 5 bdrms, 3.5 bths, 6 f/p's, formal living & dining, family room, parking & a 2 car garage. The Joel Smith Estate abuts conservation land & is approximately 20 minutes to Boston

5 Concord Road Weston, MA 02493

$16,900,000
9 Beds
8 Baths
12,589 SqFt
Status Active
MLS # 72113167
Property Type Single Family
A majestic example of Georgian architecture in Boston’s most desirable suburb only 12 miles from Boston. Westover Estate located at 5 Concord Road perfectly embodies the artistic ideals of its period architecture adapted to modern family living. The property, modeled after Westover Plantation, a beautiful Georgian style mansion near Williamsburg, Virginia, is set on expansive grounds, comprised of meticulous landscaped gardens, including a formal perennial English garden and rolling lawns, meadows and orchards. Over 12,500sq ft of main residence, carriage house garage, pool and pool house are located on an 18.47 acre estate. Grounds are shaded by unique specimen trees. The main facade is a wonderful display of symmetry, with the classically inspired, pedimented doorway at the center of the architectural composition. Some additional features of the property include a wine cellar (4000+bottles), sauna, hot tub, exercise room and 3 separate laundry areas.

63 Cart Path Road Weston, MA 02493

$15,900,000
7 Beds
12 Baths
14,384 SqFt
Status Active
MLS # 72099061
Property Type Single Family
Spectacular opportunity to own 5.75 acres abutting the 8th and 9th holes and overlooking the 11th and 12th holes of the Weston Golf course. Perfectly sited on this property is a stunning brick and limestone Georgian colonial which includes 14,384 sq. ft. of living space with a flat level yard, tennis court and awarding winning sunsets This home showcases impeccable taste with uncompromising design in custom millwork of moldings and wainscoting, sun-filled rooms with floor to ceiling mahogany windows and doors, arched doorways, coffered ceilings and thoughtful decorative built-ins throughout. Highlights of this home are: whole house generator, crestron lighting system, slate roof, wine cellar, wells for irrigation, additional free standing garage, yoga room, media room, and home gym. This estate captures the best of informal and formal entertaining while privately sited with views to the golf course fairways all within a 15 mile commute to Boston.

85 Pinckney St Boston, MA 02114

$14,950,000
5 Beds
8 Baths
6,998 SqFt
Status Active
MLS # 72153826
Property Type Single Family
Prominently situated at the head of Historic Louisburg Square this magnificent home features wonderful south light and views. Currently configured as two residences, parlor & garden guest suite and main home. Breathtaking formal living room over looking Louisburg Square grand ceiling height, detailed molding, fireplace, separate dining with cathedral ceiling open family kitchen with breakfast area, upper floor library den with custom paneling and fireplace, two bedroom each with en suite baths, laundry room, master floor with beautiful square and river views, generous closets, his/her baths, roof top family room with wet bar and access to spectacular two tiered roof deck, a/c, elevator, private parking on Louisburg Square at your front door.

33 Proctor Street Manchester, MA 01944

$14,500,000
5 Beds
9 Baths
8,301 SqFt
Status Active
MLS # 71903621
Property Type Single Family
A rare opportunity to own a waterfront family compound consisting of 2± acres on Manchester Harbor with one of the few deep-water docks in Manchester-by-the Sea. With 325± feet of water frontage, the property offers direct boating access to Manchester Bay and beyond. Located on a peninsula on Smith’s Point, the newly built, 5-bedroom English Arts and Crafts residence, and 2-bed guest house sit on one of the original Smith’s Point’s summer estate parcels. Sited perfectly to take in the expansive harbor views, the home’s design features harken back to its turn of the century predecessor featuring extraordinary interior finishes and classic elements with stunning views at nearly every turn. The professionally landscaped grounds include a harbor facing pool and spa, a variety of mature specimen trees, flowering shrubs, perennial gardens and manicured lawns. Includes access to private association beach and dock.

421 Main Street Barnstable, MA 02655

$13,900,000
9 Beds
11 Baths
11,578 SqFt
Status Active
MLS # 72073103
Property Type Single Family
Overlooking the beautiful waters of East Bay and Nantucket Sound sits this sophisticated yet intimate waterfront estate. The current owners completely renovated the 11,578sf home from stem to stern with the highest grade materials and exceptional craftsmanship. Interior spaces are bathed in natural light with beautifully balanced living areas all oriented toward the water. You'll find a welcoming foyer with original wood floors, living and dining rooms with custom fireplaces, a spacious, well-equipped kitchen and a handsome library with hand pegged wood. Casual spaces for family and friends include a family room, sunroom and enclosed porch. The second level offers 2 master suites and 7 additional bedrooms. An expansive lawn, in-ground pool and scores of privacy trees dress the 5.46 acre site. A custom beach house enhances the private dock. The property offers a detached 5 car garage with a gorgeous 3 bedroom carriage house above for guests and extended family.

45 Coolidge Pt Manchester, MA 01944

$13,500,000
5 Beds
6 Baths
6,963 SqFt
Status Active
MLS # 72015912
Property Type Single Family
One of the most unique offerings on the North Shore of Boston. World renowned architect, Michael Graves built this stunning 1996 contemporary on Coolidge Pt perched high over Magnolia Harbor with sweeping views to the Atlantic Ocean. Private pathway and stairs lead down to the quiet end of the beach on Kettle Cove and your own section of beach beneath the rocky coastline. A shingle style 3 bedroom suite guest house built in 2011 and additional wooded conservation land are included. There is a separate 3+ acre building lot with spectacular ocean views from the large foot print of a mid-centruy ranch with its own garden area and rustic barn. All together this stunning compound will have 12.9 acres of oceanfront property that also abuts Trustees of Reservation conservation land with walking paths around a pond out to the great lawn. Offering these lots together as one parcel provides a buyer with the utmost flexibility to create their dream homestead and reconfigure it for their needs.

10 Sipson Island Orleans, MA 02653

$12,500,000
7 Beds
4 Baths
4,412 SqFt
Status Active
MLS # 72054198
Property Type Single Family
HISTORIC offering! Sipson Island--a ~25-acre landmark on the eastern coast of Cape Cod--is presented for sale in its entirety for the 1st time in generations. Located on Pleasant Bay, one of Cape Cod's most beautiful embayments & an international boating & sport fishing destination, the island includes several year-round, seasonal dwellings & outbuildings; 2 boathouses; 2 docks, rolling, lightly vegetated upland; coastal bluff; & extensive private sandy beach. Peerless privacy, acreage, water views, development potential & deep water boating access to the Atlantic. Less than 90 miles & under 2-hour drive from Boston, the property is short drive to municipal airports in Hyannis, Chatham, & Provincetown on Cape Cod. A 3-minute's calm boat ride from a private dockage on the South Orleans mainland across a channel known as The Narrows, the property includes 9 island parcels & private mainland dock & parking. The ultimate in coastal cache, privacy & lifestyle opportunity.

1 Franklin Street Unit Ph 3b Boston, MA 02110

$12,500,000
3 Beds
4.5 Baths
4,110 SqFt
Status Extended
MLS # 72059811
Property Type Condominium/co-op
One of the 11 most unique residences in New England, this 3 BR, 4.5 BA penthouse features over 4,000 sq.ft. of exquisitely finished living space. The 24” x 24” honed Pietra di Cardozo floor flows through the grand entry, kitchen and dining room. The kitchen has a hand-stained, eat-in island, two-tone hand-painted Christopher Peacock cabinetry, Sub-Zero, Wolf and Miele appliances, heated floors and a walk out to the terrace with views high above every other penthouse in the city. The living and lounge space is fitted with custom millwork surrounding a double-sided fireplace and oak flooring in a gorgeous herringbone pattern. The home includes 2 valet or self parking rights plus all the Millennium Tower amenities: valet, doorman, 24-hour concierge, two-story Club w/ private dining and bar, outdoor terrace, a 75-ft indoor pool, FLX Wellness: the most advanced fitness program in Boston, FLX Salon & Spa by Marc Harris, the exclusive La Vie lifestyle program and more.

45 Strawberry Hill St Dover, MA 02030

$11,995,000
8 Beds
9.5 Baths
12,000 SqFt
Status Active
MLS # 71964661
Property Type Single Family
Magnificent country estate minutes to train and major routes. Nearly 30 acres of land, two ponds, 5 stall stable plus guest house. Completely updated and tastefully renovated, with strict attention to quality and detail .One of a kind property seldom found in such proximity to Boston's metropolitan cosmos. Excitement and practicality for today's living!

79 Atlantic Avenue Cohasset, MA 02025

$11,950,000
5 Beds
4.5 Baths
4,715 SqFt
Status Active
MLS # 71560253
Property Type Single Family
Cary Point, one of New England's landmark oceanfront estates, juts majestically into the Atlantic providing the owner a panorama of two private beaches and deep water moorings. Built in the Gatsby years as a graceful stucco summer cottage, Cary Point has been completely rebuilt and enlarged to a unique architecturally distinctive yet manageable five bedroom home, which includes a one-bedroom apartment with a full bath, living room and kitchen. Shed the cares of the day in a gazebo perched on a rocky bluff overlooking the ocean for cocktails and perfect sunsets!