Feature Properties

Experience luxury waterfront living in this new custom home with a private deep-water dock and stunning views. Features include five en-suite bedrooms, 10' first-floor ceilings, and 9' ceilings on the second floor and walkout garden level. The gourmet kitchen offers custom cabinetry, an accent island, Wolf/Sub-Zero appliances, and a designer pantry. The garden level is built for entertaining with a theater, fitness room, wine display, bar, and game area. Outdoors includes a custom kitchen with built-in BBQ and stone surround. The property is pre-approved for a pool and designed for a future elevator. Additional highlights include a three-car garage, gas fireplace, detailed trim, coffered ceilings, shiplap, beadboard, and a first-floor primary suite with dual closets and a spa-like bath. The private dock provides direct access to Nantucket Sound and the islands, minutes from Willowbend and Mashpee Commons

28 Quaker Run, Mashpee

Listing courtesy of Listing Agent: Michael Masci from Listing Office: North Atlantic Realty Group.

$4,489,000

4 Beds ⋅ 5 Baths ⋅ 73500198 MLS

Absolute perfection at this stunning waterfront home with 1.55 acres of panoramic views, and direct water access on the Gulph River. The custom built home underwent a meticulous 2 year renovation, seamlessly merging original details with modern luxury. The main house offers 5,700SF of sophisticated living space. Walls of glass overlook the estuary, while sunny living spaces set the stage for entertaining. The heart of the home is a chef's kitchen featuring professional grade Viking appliances, leathered quartzite countertops/island, butler's pantry, fireplaced family room, & french doors opening to a waterside deck for indoor/outdoor living. Primary suite with walk-in closet, spa bath, and balcony to enjoy ever changing landscapes. Three additional ensuite bedrooms complete the second floor. Lower level houses a gym, office, rec room, bedroom, full bath, patio, and sweeping lawn offering endless possibilities for pool and dock. Minutes to Cohasset Village restaurants, galleries, train.

392 S Main St, Cohasset

Listing courtesy of Listing Agent: Rosemary Sullivan from Listing Office: Conway - Hingham.

$4,485,000

6 Beds ⋅ 6 Baths ⋅ 73491482 MLS

Meticulously restored and ideally situated on Meriam Hill, just three blocks from the town center, this distinguished residence seamlessly blends historic elegance with modern amenities. Interiors by award-winning Boston designer showcase beautifully preserved architectural details throughout, with open living spaces bathed in natural light. A stately wraparound porch invites relaxation while offering stunning sunset views, seamlessly extending the living space outdoors. The grand foyer, anchored by the original staircase, opens to formal living and dining rooms and a study, each featuring a fireplace. A thoughtfully designed addition includes a chef’s kitchen with butler’s pantry and casual dining area, plus an office nook. The lower level boasts a media room, game room, fitness center with backyard access, and an additional mudroom. An attached three-car garage and two mudrooms complete this exceptional home. All of Lexingtons amenities, including schools, are within blocks.

4 Adams Street, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

$4,450,000

8 Beds ⋅ 6 Baths ⋅ 73550810 MLS

A rare opportunity to own one of Marion's most iconic antique homes. Ideally situated on one of the town's most coveted and desirable streets, this exceptional 1880 residence has been thoughtfully restored and meticulously updated, offering the perfect blend of timeless New England character and modern luxury. Set on a private, beautifully landscaped 0.82-acre lot just steps from the water, the 5,541-square-foot home features eight bedrooms and five-and-a-half bathrooms, providing generous space for family and guests. Every inch of the home has been carefully improved since 2010, preserving the architectural integrity and craftsmanship of its era while seamlessly incorporating today's most desirable amenities. The outdoor setting is equally impressive, with mature gardens, a saline swimming pool, and a separate two-car garage. Deeded dock rights extend with the home providing access to Sippican Harbor, just steps away from the home.

72 Water Street, Marion

Listing courtesy of Listing Agent: Kristin Feeney from Listing Office: Converse Company Real Estate.

$4,450,000

7 Beds ⋅ 5 Baths ⋅ 1669939 MLS

This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes from local coffee shops, supermarkets, shopping and local restaurants. Multiple premier ski destinations are within an easy drive making this a true four season gem. Share what you will come to love about the Lakes Region with friends and family. Two attached guest suites/apartments seamlessly expand the home's living space for larger gatherings. Each has its own entrance and parking.The main level features a great room, an expansive kitchen, large island with seating for 6, a private office or formal dining room, and a luxurious primary suite complete with a walk-in closet and laundry. The spa-inspired ensuite bath includes a spacious steam shower with dual shower heads and jetted soaking tub. The fully finished walk-out lower level expands the home's possibilities with a dedicated media/theater room, an additional family room with kitchenette, bedroom and full bath--ideal for guests or extended family. Upstairs, you'll find another comfortable living area, two large bedrooms, a full bath, and an expansive deck where you can relax while enjoying panoramic views.Situated on 2.1 acres, the property features mature landscaping with fruit trees, an expansive lawn, playground, outdoor speakers, and a spacious patio with a fire pit--perfect for entertaining family and friends. Exceptional waterfront amenities include a permanent lakeside deck with seating, storage, and direct swimming access. The deep-water dock features a generous 12 x 20 ft seating area, Jet Ski lift, storage for lake toys, and a boat mooring with room for additional moorings.

15 Sleepy Hollow Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$4,395,000

6 Beds ⋅ 7 Baths ⋅ 73540282 MLS

Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom built-ins, rich architectural detail, and timeless craftsmanship throughout. The chef’s kitchen opens seamlessly to a welcoming family room with a fieldstone fireplace and French doors leading to a terrace overlooking private, professionally landscaped grounds. The second floor features a luxurious primary suite plus four additional bedrooms and three full bathrooms. The third level offers an en suite bedroom, ideal for guests, au pair, or home office use. The finished lower level includes a spacious recreation room and exercise room with sauna and full bath. An exceptional Wellesley residence.

8 Valley Road, Wellesley

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.

$4,395,000

4 Beds ⋅ 6 Baths ⋅ 73521787 MLS

Located on Chatham’s exclusive Stage Island, this 4 BR, 5.5 bath shingle-style residence is built for entertaining. The airy first floor features 10’ ceilings, a great room with a Rumford fireplace, and a professional kitchen with a wet bar and large island. Luxurious primary suites are found on both floors, while the second story adds an inviting family room and a deck overlooking the Atlantic Ocean and Outer Beach. Two guest suites and a flexible bonus room above the two-car garage offer ample space. Outside, the fenced yard with a bluestone patio and built-in grill provides two ideal sites for a pool and spa. Complete with a whole-house generator and private well irrigation, this home offers exceptional value in the Chatham market.

335 Stage Island, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.

$4,388,888

6 Beds ⋅ 8 Baths ⋅ 73488725 MLS

68 Locust Lane is a rare estate-style residence set on over one acre of beautifully flat private land on a quiet cul-de-sac along the prestigious Needham–Wellesley line. This exceptional new construction home blends timeless architecture, modern luxury, and outstanding craftsmanship throughout. A dramatic two-story foyer welcomes you into expansive entertaining spaces featuring formal living and dining rooms, a private office with fireplace, first-floor guest suite, and a spectacular chef’s kitchen with dual oversized islands, premium appliances, custom cabinetry, walk-in pantry, and a sun-filled breakfast area overlooking the backyard. The second floor offers a luxurious primary suite with private balcony, fireplace, spa-inspired bath, and an extraordinary custom walk-in closet, along with three additional en-suite bedrooms. The walkout lower level includes a media room, gym, entertainment lounge with wet bar, sauna, guest suite, and direct access to beautifully designed outdoor.

68 Locust Lane, Needham

Listing courtesy of Listing Agent: Alex Kuzakovsky from Listing Office: Luna Luxury Realty.

$4,388,000

5 Beds ⋅ 7 Baths ⋅ 73475892 MLS

Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$4,375,000

5 Beds ⋅ 5 Baths ⋅ 73503416 MLS

Brand New Construction Home with inground pool on almost 1/2 acre prime lot in desirable Belmont Hill location! This home was built for entertaining by Elite builder! The main entrance welcomes you into a foyer which divides the floor plan into 2 wings. The first features living room, dining room, family room with fireplace, office, and powder room. All with a visual to the open concept Chef's kitchen w/natural white oak island, custom cabinets, pantry, & Wolf and Subzero appliances. The second wing features a dramatic great room with cathedral ceilings, fireplace, wet bar and caterer's kitchen. The second level has the primary suite with walk in closets, gorgeous spa like bath, 2 additional bedrooms, family bath, laundry room and covered porch overlooking the pool below. The third level has another bedroom suite with full bath and den. The lower level features a 3 car garage, gym, bedroom, full bath, second laundry, and recreation room with kitchenette and direct access to yard/pool.

55 Crestview Rd, Belmont

Listing courtesy of Listing Agent: Lori Orchanian from Listing Office: Coldwell Banker Realty - Belmont.

$4,350,000

7 Beds ⋅ 4 Baths ⋅ 73524665 MLS

Grand Queen Anne Victorian Home, formerly of the Weber Estate, nestled in a meticulously appointed British Garden with nearby urban and natural amenities. Through an expansive entertainment hall with comfortable living and dining rooms, stained glass windows of intriguing colors and shapes guide you through the home, creating a jeweled ribbon up the main staircase to the family rooms. The amount of original detailing maintained over the generations offers clear personalization of timeless designs, while allowing for the introduction of modern amenities. A prominent exposure floods the house with light and delight all day. The outdoor grounds reflect a curated effort to do justice to such a period estate, featuring spring flowering beds and sitting patios that usher in a summer of full, mature trees accompanying dahlias, delphiniums and hollyhocks, as well as vegetable patches that make room for perennials to create a wonderful private park.

269 Kent St, Brookline

Listing courtesy of Listing Agent: Ethan Felleman from Listing Office: Gibson Sotheby's International Realty.

$4,350,000

5 Beds ⋅ 7 Baths ⋅ 73488436 MLS

Welcome to Bay Pond Road, a private waterfront enclave in the heart of Powder Point. Make summer exceptional with views of boats sailing by, beautiful sunsets from a covered porch, and exclusive water access with a boat mooring. This gracious home is set on almost 1acre of beautifully landscaped level grounds offering ample opportunities for pool and guest house/ADU expansion. Extensively renovated in 2009 by a notable Boston architect, this 5 BR, 7 bath, 5800sf home combines understated elegance with refined modern living. An expansive first floor main suite offers 2 full baths, 2 walk-in closets and overlooks the English gardens. Generous light-filled rooms, marble kitchen and baths, 3 fireplaces, walls of French doors, and stone patios are all hallmarks of this property. Every element of this home, from the gas lanterns to the custom millwork was selected with intention. A rare opportunity for a new owner to create their own tradition of exceptional living in coveted Powder Point

39 Bay Pond Rd, Duxbury

Listing courtesy of Listing Agent: Suzanne Stevens from Listing Office: South Shore Sotheby's International Realty.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 1674264 MLS

Tucked behind a tree-lined entrance and surrounded by eight acres of extraordinary privacy, 440 Mitchell Road feels less like a traditional residence and more like a secluded retreat hidden within a botanical garden. Beautifully integrated into its natural surroundings, it's more than a home--it's an experience. It's a place to slow down, reconnect and create lasting memories with the people who matter most, all within the privacy of this remarkable setting. The grounds are the heart of the property. Mature trees, layered plantings, stone pathways and colorful gardens create a peaceful setting that feels completely removed from the outside world. Thoughtfully designed so different flowers bloom throughout the growing season, the landscape reflects years of careful planning, bringing new colors and textures from spring through fall. At the center of the outdoor experience is the heated in-ground pool, surrounded by stone patios, a hot tub, outdoor kitchen, putting green and stone fireplace, creating an ideal setting for social gatherings and evening cocktails. Beyond the pool are a new sport court, a spacious detached gym and a wellness area with a sauna and cold plunge, creating a retreat for recreation and relaxation year-round. The pool house features distinctive architectural details, vaulted ceilings and walls of windows. Inside are a comfortable living area, fireplace, kitchenette, dining space, full bath and bunk room that sleeps seven. The home, thoughtfully updated in 2022, blends bright, open interiors with warm natural materials. The kitchen features a large island, custom cabinetry, vaulted ceilings and an adjoining pantry, while expansive windows blur the line between the home's interior and the surrounding gardens. A thoughtfully appointed primary suite completes the home. A rare opportunity to own one of Cape Elizabeth's most private and distinctive estates, just minutes from Portland and Maine's finest beaches.

440 Mitchell Road Cpe, Cape Elizabeth

Listing courtesy of RE/MAX By The Bay.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 73505446 MLS

Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.

12 Windswept Lane, Orleans

Listing courtesy of Listing Agent: Jeffrey Marcus from Listing Office: Corcoran Property Advisors.

$4,299,000

7 Beds ⋅ 8 Baths ⋅ 73557469 MLS

Set on a rare 15,000 sq. ft. lot just moments from Needham Center, Hersey commuter rail, Mitchell Elementary, Pollard Middle School, and Needham High School, this newly constructed home offers a balance of scale, craftsmanship, and flexibility seldom found in an in-town setting. Floor-to-ceiling windows flood the interiors with natural light, highlighting 10-foot ceilings, custom millwork, bespoke cabinetry, designer lighting, and carefully selected stone and tile. A private office with custom built-ins offers a quiet and refined place to work. One of the home's defining features is the private first-floor suite, connected to the main residence by a striking glass breezeway. Whether used for extended guests, a private workspace, flexible living arrangements, or as a future pool house or cabana, it offers a level of versatility rarely found in new construction. The upper level is anchored by a private primary suite with a vestibule entrance, custom dressing closets, and a serene spa bath. Four additional en-suite bedrooms complete the level. The level backyard offers ample room for a pool, extending the living experience outdoors. The finished lower level is designed for recreation and wellness, featuring generous gathering space, a gym, and a dedicated golf simulator room. Rarely does a newly built home offer this combination of land, location, and flexibility in one of Needham's premier in-town locations.

78 Sargent St, Needham

Listing courtesy of Listing Agent: Lena Voloshin from Listing Office: LV Group Real Estate.

$4,295,000

7 Beds ⋅ 7 Baths ⋅ 73532720 MLS

Set on a landscaped, level lot in coveted West Newton Hill, this 1880 Victorian blends timeless architectural character with exceptional scale and comfort. Rich period details, soaring ceilings, generous proportions, and abundant natural light define the home. The sun-filled kitchen and family room, surrounded by windows on three sides, features a gas fireplace, oversized island, dining area, built-in office nook, and direct access to a bluestone patio and flat backyard. The main level also offers elegant formal living and dining rooms, a music room, mudroom, and 2 half baths. The 2nd floor includes a spacious primary suite with private office, deck, dressing room, and bath, plus three additional bedrooms, two full baths, and laundry. The third floor offers two bedrooms, a full bath, and family room. The finished lower level includes a guest bedroom, full bath, second laundry, storage, and flexible bonus space.

14 Winthrop St, Newton

Listing courtesy of Listing Agent: The Drucker Group from Listing Office: Compass.

$4,295,000

5 Beds ⋅ 6 Baths ⋅ 73510191 MLS

Coveted in town/Dana Hall location! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room with private study and large mudroom with built-ins complete the first floor. Main suite with large walk-in closet and vaulted ceiling. 4 additional bedrooms and 3 full baths with laundry room. Oversized 3rd floor perfect for 2nd home office or bonus space. Lower level with room for guests with full bath plus exercise room and large playroom along with great storage. Your opportunity to customize now. Large flat yard! Block party neighborhood just short distance to Brook Path, Wellesley Center, Wellesley College, Nehoiden Golf Course and Hunnewell School.

17 Midland Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$4,250,000

6 Beds ⋅ 7 Baths ⋅ 1673531 MLS

Welcome to an extraordinary waterfront estate nestled on one of Newport's most coveted peninsulas. Surrounded by breathtaking water views on nearly every side, this remarkable property offers the perfect blend of privacy, elegance, and Maine's natural beauty. Set among mature trees and beautifully landscaped grounds, the custom home is designed to maximize its stunning waterfront setting. Expansive windows fill the home with natural light while showcasing panoramic lake views throughout. The impressive architecture is complemented by spacious outdoor living areas, including a lakeside deck and beautifully manicured lawn--ideal for entertaining, relaxing, or simply enjoying spectacular sunsets. Boating enthusiasts will appreciate the private dock system with ample space for multiple watercraft, providing direct access to the lake for endless days of fishing, kayaking, paddleboarding, and cruising. This exceptional property offers the rare opportunity to own a private waterfront retreat while remaining just minutes from downtown Newport, local amenities, and convenient access to I-95. Whether you're searching for a year-round residence, luxury vacation home, or one-of-a-kind family retreat, 107 Barrows Point Road is a property that truly captures the essence of Maine waterfront living.

107 Barrows Point Rd, Newport

Listing courtesy of Trundy & Company Real Estate.

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 73552814 MLS

Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Rd, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

$4,250,000

4 Beds ⋅ 3 Baths ⋅ 1667251 MLS

Located on the coveted Ocean Point peninsula in Boothbay, Edgewater is a remarkable waterfront estate with sweeping southern & western views across Linekin Bay & out to the Gulf of Maine. Encompassing 3.52 acres with deepwater frontage, the property is approached by an 800'±- private, winding drive through a beautiful grove of mature trees. The striking contemporary residence was designed to capture water views from nearly every room in the house. At the heart of the residence is a vibrant, impeccably maintained kitchen & a living room anchored by a fireplace & framed by captivating views of the bay. Expansive windows throughout create a seamless connection to the surrounding landscape & waterfront scenery. A beautiful primary suite with sweeping views across the bay & an adjacent office creates a private retreat. The second level features two bedrooms, while a guest bedroom on the main level provides comfort & privacy for visitors. Two additional rooms provide generous space for offices, studios, or creative pursuits. Outside, the property features a two-car garage & beautifully landscaped grounds. Exceptional amenities include an oversized two car garage, a deepwater dock, pier & float system, and two private moorings, providing direct access to some of Maine's most celebrated waters. Whether exploring nearby islands, fishing areas, or enjoying an afternoon on the bay, Edgewater provides an unparalleled waterfront lifestyle. Boothbay retains all the charm & maritime heritage of a classic New England coastal village, with art galleries, specialty shops, boatyards, and marinas. Nearby Boothbay Harbor is home to the largest fleet of excursion vessels in Maine providing trips to view islands, lighthouses, seals, whales, puffins, and spectacular foliage. The region is home to the acclaimed Coastal Maine Botanical Gardens & the Boothbay Harbor Country Club, further enhancing the area's appeal as one of Maine's premier coastal destinations

637 Ocean Point Rd, Boothbay

Listing courtesy of LandVest, Inc..

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 1666332 MLS

Beach Life Starts Here at 832 Popham Road. 'Welcome to 832 Popham Road, where the salt air and the sound of the Atlantic are your daily companions. Nestled in the heart of the historic Phippsburg peninsula, this property offers an unparalleled gateway to Maine's most stunning coastline. Just minutes from the rolling dunes of Popham Beach State Park and the storied granite walls of Fort Popham, this home is a sanctuary for those who love the sea. Whether you're spending your days exploring the sand bars at low tide or enjoying the locally caught seafood at nearby West Point, 832 Popham Road isn't just an address--it's a front-row seat to the best of Mid Coast Maine.'

823 Popham Rd, Phippsburg

Listing courtesy of Kre Brokerage Group.

$4,250,000

5 Beds ⋅ 5 Baths ⋅ 73528794 MLS

Envision a carefree lifestyle in this exquisitely crafted, top-quality home with elevator to every floor. Extensively redesigned and practically rebuilt in 2007, no expense was spared in a complete reimagining of the home. Expansive rooms with custom installations, imported finishes and details, formal and informal tastefully created spaces - this home presents an oasis for modern living. Floor to ceiling window installations allow tremendous light to stream into every corner. Features include hand-tooled kitchen and bathroom cabinetry, top-of-the-line windows and doors, a primary suite with private deck and two large walk-in closets, a media room with radiant heated floor, and a barbecue great room leading out to a fantastic entertaining space, beneath a handsome custom-built pergola. A stunning landscape design impresses with gorgeous flowering perennials and mature trees, as well as a sweeping view of lush green lawn, surrounded by professionally manicured planting beds and bushes.

73 Countryside Road, Newton

Listing courtesy of Listing Agent: Brenda van der Merwe from Listing Office: Hammond Residential Real Estate.

$4,250,000

5 Beds ⋅ 4 Baths ⋅ 1662334 MLS

Dartholm sits along quiet Shore Road in Southwest Harbor, overlooking a picturesque harbor and offering a rich coastal heritage. Once the summer residence of a Dartmouth College president--lending the home its distinctive name--it has been thoughtfully updated into a gracious shingle-style cottage suited for comfortable year-round living. Expansive views stretch across Somes Sound, the Cranberry Islands, and Acadia's mountains, with yachts and lobster boats passing by. Beautifully restored, the home blends classic charm with modern amenities, featuring five bedrooms, including two on the first floor, along with inviting living and dining spaces, a chef's kitchen, and den. A newer, fully winterized addition includes the kitchen, dining area, and primary suite with geothermal heat, while other sections remain seasonal. A one-bedroom guest house, private dock, moorings, landscaped grounds, and proximity to Southwest Harbor's shops and dining complete this exceptional waterfront offering.

24 Shore Rd, Southwest Harbor

Listing courtesy of LandVest, Inc..

$4,250,000

5 Beds ⋅ 5 Baths ⋅ 73504708 MLS

Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring 5 bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.

540 Chestnut Hill Ave, Brookline

Listing courtesy of Listing Agent: The Duffy Group from Listing Office: Compass.

$4,250,000

4 Beds ⋅ 6 Baths ⋅ 73493426 MLS

The location that has it all...walk to both town, fish pier, beach and baseball games... New Farmhouse being built by Morgan and Son is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 baths, 3980Sq foot home. All bedrooms offer specious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings large slider with views overloooking the new pool and patio area, airy chef's kitchen and dining area. A detached outer building houses a one car garage and a seperate

222 Barcliff, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.

$4,249,000

6 Beds ⋅ 5 Baths ⋅ 73426596 MLS

WATERFRONT ESTATE – This rare Cape Cod retreat blends classic coastal architecture with modern refinement. Refreshed with new siding and a Red Cedar roof (August 2025), the home offers 6 bedrooms and 5 baths, a chef’s kitchen with Viking professional gas range, Sub-Zero refrigerator, and center island with prep sink flows seamlessly into the sun-filled living room, dining area, and waterfront sunroom. The main residence includes a 2-car garage and full basement, while a versatile guest house with its own 2-car garage and striking fieldstone fireplace invites endless possibilities as a one or two-bedroom retreat, artist’s studio, game room, or workshop. Set on 3.8 private acres, the estate features a heated in-ground pool, landscaped grounds, and direct access to tidal waters. More than a residence, it is a private Cape Cod sanctuary offering beauty, privacy, and an unparalleled coastal lifestyle. 2-Year Choice ULTIMATE Home Warranty included. Some photos virtually staged.

4390 Main, Barnstable

Listing courtesy of Listing Agent: Robert MacKinnon from Listing Office: eXp Realty LLC.

$4,200,000

5 Beds ⋅ 7 Baths ⋅ 73548853 MLS

Extraordinary Shingle Style estate set on one of Wayland’s most spectacular private settings. Positioned on a hill overlooking sweeping lawns, a winding drive leads to a circular motor court with generous parking. Blending classic style with relaxed comfort, a grand open-concept living space flows from a chef’s kitchen to a family room, “laptop lounge,” and billiard room with wet bar. Upstairs, the luxurious primary suite includes walk-in closets, fireplace, balcony, and gorgeous spa bath. A private one-bedroom guest apartment is located above the 3-car garage. The third floor offers space for recreation, media, or remote work. Additional highlights include a spacious home gym and a resort-style backyard with covered porch, expansive deck with outdoor kitchen and bar, fire pit, putting green, saltwater infinity-edge pool and spa, all surrounded by lush grounds and specimen plantings. This special retreat offers the benefit of top-rated schools and easy access to Boston.

226 Cochituate Rd, Wayland

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate - Wellesley.

$4,200,000

6 Beds ⋅ 5 Baths ⋅ 1666723 MLS

A rare beachfront gem at South Point in Biddeford Pool. Embracing clean lines with expansive walls of glass. This stunning contemporary home's design frames breathtaking, unobstructed views from every vantage point. This ultra-efficient home features high performance heat pumps powered by a private solar array and backed up by Tesla power banks for seamless energy independence. Spanning 3,851 Square feet of living space, with a additional 1456 Square feet below grade. The thoughtfully executed floor plan accommodates 6 Bedrooms and 5 bathrooms, offering unparalleled space for family and guests. The finished basement offers potential for a gym, movie theatre, or game room with fireplace. Situated on a .24-acre lot, the property features exquisitely landscaped grounds that transition into the pristine sandy Beach. Views span the Biddeford coastline south to Kennebunkport. Experience coastal luxury living redefined in one of Southern Maine's most coveted seaside communities. The existing home was re-Designed by Kaplan Thompson and masterfully constructed by Bowley Builders in 2018. Featured in Maine Home+Design December 2021.

1 Bay St, Biddeford

Listing courtesy of Legacy Properties Sotheby's International Realty.

$4,200,000

3 Beds ⋅ 3 Baths ⋅ 73515489 MLS

Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef’s kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola.

30 Indian Trail, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

$4,200,000

6 Beds ⋅ 5 Baths ⋅ 73488577 MLS

Meticulously renovated to the highest standards of design, this striking home artfully preserves its Victorian details while introducing luxurious modern amenities. Restored period features include soaring ceilings, grand proportions, intricate millwork, bay & bow windows, stained glass, pocket doors, built-ins, & wainscoting. Lavish updates include an entire wall of Hope's steel windows, app-controlled lighting & blinds, exquisite stonework, electric car charging, & irrigation. The sleek eat-in kitchen showcases custom cabinetry, a waterfall island, mirrored backsplash, and top-of-the-line appliances including a 6-burner gas range. An adjacent butler's pantry offers glass-fronted cabinets lined with antique mirror, a beverage cooler, & unlacquered brass counters & backsplash. An elegant primary suite is comprised of a bedroom with a fireplace, custom walk-in closet, and opulent bath with floor-to-ceiling marble, a glass-enclosed walk-in shower, and floating double vanity.

12 Martin Street, Cambridge

Listing courtesy of Listing Agent: Gail Roberts, Ed Feijo & Team from Listing Office: Coldwell Banker Realty - Cambridge.

$4,200,000

4 Beds ⋅ 3 Baths ⋅ 73453125 MLS

Northern California coast meets Boston's Gold Coast in this iconic, 4-bedroom, 3-bath direct waterfront Mid-century Modern house in Prides Crossing. Designed by famous architect John Lawrence Jr. as a weekend retreat, this home enjoys an unparalleled level of privacy and panoramic, 180-degree vistas of Manchester-by-the-Sea, Marblehead, Salem Sound to Misery and beyond. Sited on 2+ acres abutting RockMarge Estate to the west and 18 acres of conservation land to the east, the elevated living space is framed by seagrass covered dunes at the very end of a secluded, winding road lined with lush vegetation. Ideal for entertaining or intimate gatherings, this property is a slice of heaven. Looking to create something completely new? This offering includes city approvals and plans in hand to build a new 4,600+ sq. ft. primary residence and preserve 1,300 sq. ft. of existing home as a beach cabana. This is an exceptional opportunity.

68 Paine Ave, Beverly

Listing courtesy of Listing Agent: Alexandra Cutler from Listing Office: J. Barrett & Company.

$4,150,000

3 Beds ⋅ 3 Baths ⋅ 73536468 MLS

Step into timeless Sconset charm at 9 Carew Lane. Tucked away this classic 1920 cottage embodies the quiet magic that has drawn visitors and homeowners to this storied village for generations. This three-bedroom, two-and-a-half bath home has been lovingly preserved, retaining the architectural character and warmth that define the 'Sconset aesthetic. With 2,655 square feet of living space spread across two floors, the home offers generous room to gather while never losing its intimate cottage feel. A wood-burning fireplace anchors the living space, lending the kind of cozy ambiance that makes a Nantucket evening something to savor. The patio and garden offer a peaceful retreat. Original details and craftsmanship speak to the home's rich history, while thoughtful updates including central A/C, poured concrete foundation, oil/FHA heat, town water and sewer, and on-site parking are the practical details equally well-considered.

9 Carew Lane, Nantucket

Listing courtesy of Listing Agent: Nicole Tirapelli from Listing Office: Douglas Elliman Real Estate - Park Plaza.

$4,150,000

6 Beds ⋅ 8 Baths ⋅ 73520778 MLS

Perched atop 8.58 private acres at one of Manchester’s highest elevations, Ocean Ledge commands breathtaking distant ocean vistas and mesmerizing celestial views. This grand residence offers an exceptional sense of privacy and scale, perfectly positioned to capture both sunrise over the water and starlit evening skies.The estate is complemented by a charming carriage house featuring an apartment above a spacious three-car garage—ideal for guests, extended family, or additional income. Equestrian enthusiasts will appreciate the four-stall barn complete with tack room and paddock, while leisure amenities abound with a Har-Tru tennis court and a stunning 40-foot pool, creating a true resort-like setting. A rare opportunity to own an elevated coastal retreat that seamlessly blends elegance, recreation, and panoramic beauty.

73 Forest, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.

$4,149,000

6 Beds ⋅ 8 Baths ⋅ 73481956 MLS

Set on a beautifully landscaped one-acre lot, this exceptional new construction home offers the prestige of the estate side of town with a rare sense of privacy and space. Spanning over 7,100 sq ft, the residence features 6 beds, 7.5 baths, and refined craftsmanship throughout. The chef’s kitchen includes top-of-the-line appliances, an oversized island, and a working pantry, opening to a sun-filled family room overlooking the expansive, private yard. The acre setting offers outstanding potential for a pool, sports court, & outdoor living. The main level features a first-floor en suite bedroom & formal dining room. Upstairs, the primary suite offers a spa-like bath & generous walk-in closet. Each bedroom is thoughtfully designed w/ an en suite bath. A finished lower level provides flexible space for a gym or media room. Complete with a 3-car garage, custom millwork, & designer finishes, this home offers a rare blend of elegance & convenience minutes from top rated schools & town center.

8 Crestview Road, Needham

Listing courtesy of Listing Agent: Connor Gillen from Listing Office: Keller Williams Realty.

$4,000,000

5 Beds ⋅ 4 Baths ⋅ 73542491 MLS

A private estate spanning 11 spectacular acres, this distinguished 1912 residence offers timeless character and exceptional privacy in one of the Boston area's most coveted settings. The five-BR home features 4,500+ square feet of beautifully maintained living space blending classic architectural details with modern comfort. Grand living and dining rooms, a sun-drenched conservatory, and an intimate library create a sophisticated backdrop for entertaining. Center island chef's kitchen and FP'd family room. Period details include custom millwork, French doors, a spacious butler’s pantry and multiple fireplaces. Expansive porches and patios overlook lush gardens and sweeping grounds, leading to a tucked-away pool. An oversized 3-car carriage house with loft adds further versatility. This rare offering includes a separate buildable lot, providing an opportunity for expansion or legacy compound. Minutes to the commuter rail, major routes, and premier shopping. An irreplaceable opportunity.

157 Grove Street, Westwood

Listing courtesy of Listing Agent: Bell Property Partners from Listing Office: Compass.

$4,000,000

5 Beds ⋅ 2 Baths ⋅ 73513139 MLS

Surrounded by endless gardens and green space this expansive cape house sits on a vast 10,000+ square foot lot, perched above the first hole of Fresh Pond Golf Course overlooking Fresh Pond across from the acres worth of Grove Street Playground and Park, right on the Belmont line. The home has been meticulously maintained, updated and has lots of windows and sunlight, hardwood floors, a vaulted ceiling sunroom with radiant heated floors, two working fireplaces, a great floor plan, solar panels, two car parking with EV charger, a deck to soak up the view and endless options for bedrooms, office, workout and lounge or living space. This is a can't miss opportunity to live in one of the very best locations in Cambridge.

175 Grove Street, Cambridge

Listing courtesy of Listing Agent: Jaclyn Kryzak from Listing Office: Labrava Realty, LLC.

$3,999,999

5 Beds ⋅ 6 Baths ⋅ 73496678 MLS

This beautiful Coastal New England / Nantucket-style shingle home overlooks scenic W. Dennis Beach and is abutted by Uncle Stephen’s Pond. Custom built in 2016 by Pecoy Signature Homes, the residence spreads 5-bedrooms and 5.5 baths over 4,834 square feet of thoughtfully designed living space, with natural light and water views showcased throughout. A gracious entry introduces an expansive open-concept layout. The main level features a stunning great room, private office, mudroom, laundry, and multiple dining areas, all centered around a showpiece chef’s kitchen. Appointed with an oversized quartz island, custom cabinetry, a vented NXR range, wet bar, and a generous walk-in pantry. The main-level primary suite offers an ensuite. Three ensuite bedrooms are located on the 2nd level the third-floor loft serves as a sophisticated lounge with wet bar, opening to a private deck with panoramic ocean views. The houses on Uncle Stephens share a private ocean beach (pictured).

10 Uncle Stephens Rd, Dennis

Listing courtesy of Listing Agent: Chris Bowser from Listing Office: Conway - Mattapoisett.

$3,999,999

4 Beds ⋅ 3 Baths ⋅ 73494430 MLS

Perched high above Lagoon Pond, this exceptional Martha's Vineyard estate offers a rare convergence of natural beauty, refined comfort, and Island living at its finest. Set on 2.25 secluded acres, panoramic views stretch across the shimmering waters, a private haven for kayaking, sailing, and peaceful exploration. Inside, four bedrooms and three full bathrooms are complemented by generous windows framing breathtaking water views from nearly every room. A family room and library, formal living room, and a private guest suite on the far side of the residence provide ample space for all. Outside, the lawn sweeps to the water's edge, where a sandy shoreline invites you to launch a kayak, cast a line, or linger over a sunset picnic. A detached three-car garage with a finished room above offers generous storage for watercraft, paddleboards, and all the trappings of Island adventure. Minutes from shops, restaurants, and the harbor, yet worlds away in feeling.

94 Weaver Lane, Tisbury

Listing courtesy of Listing Agent: Emma Kennedy from Listing Office: Sandpiper Realty, Inc..

$3,999,000

5 Beds ⋅ 6 Baths ⋅ 73540147 MLS

Hi my name is 20 Boulder... but you can call me Home. Experience exceptional scale, sophistication & architectural detail in this striking custom residence. A soaring 2-story foyer welcomes you to elegant living spaces, including formal living & dining rms, highlighted by dramatic arched windows & access to a covered patio w/ a masonry fireplace.The main level also offers a private home office w/ custom built-ins, a flexible ensuite BR ideal for guests, a chef’s kitchen w/ custom cabinetry, oversized center island & sun-filled breakfast area, plus a powder rm, mudrm & direct access to the heated 3-car garage. 2nd floor the luxurious primary suite features a spa bath, expansive dressing room & private Juliet balcony & additional ensuite BRs. Top floor offers versatile space for changing chapters of life with comfort & privacy. Space for a guest suite, media rm, playrm or creative studio. Ideally located near top-rated Newton schools, Chestnut Hill shopping,easy access to highways&Boston

20 Boulder Rd, Newton

Listing courtesy of Listing Agent: Esin Susol from Listing Office: William Raveis R. E. & Home Services.

$3,999,000

5 Beds ⋅ 9 Baths ⋅ 73322653 MLS

Discover the epitome of luxury at this exquisite waterfront estate, a haven of tranquility and elegance. Built in 2002 and meticulously renovated, this stunning home offers unmatched comfort and privacy on 4.32 acres. With prime waterfront access and breathtaking views, this expansive 16-room residence features 5 spacious bedrooms and 9 baths including steam shower. The interior boasts two elegant primary suites with gas fireplaces, expansive walk-in closets, and deep hydro-massaging tubs. The masterfully crafted kitchen is equipped with top-line appliances, custom cabinets and granite countertops. The lower level includes hobby and pool table rooms, a kitchenette, an entertainment center and substantial storage. Outdoors, enjoy a stunning heated saltwater pool, oversized hot tub, waterfalls, multilevel stone terrace, outdoor shower, cabana with full bath and a built-in cooking area.This waterfront estate is more than just a home; it's a lifestyle.

26 Walkerwoods Dr, Harwich

Listing courtesy of Listing Agent: Karen Lopez from Listing Office: Great Estates Realty, Inc..

$3,998,000

5 Beds ⋅ 6 Baths ⋅ 73451336 MLS

East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world.Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming.A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, pool, pool house, greenhouse, tennis.A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. One of the most complete and intact agricultural landscapes remaining in Southern Berkshire County, has no true comparable. Read the history. Experience East Hill Farm. Reach out.

764 East Hill Road, New Marlboro

Listing courtesy of Listing Agent: Chapin Fish from Listing Office: William Pitt Sotheby's International Realty.

$3,995,000

3 Beds ⋅ 4 Baths ⋅ 1671349 MLS

Distinctive opportunity to live at the renowned Boothbay Harbor Country Club, recognized as the best golf and country club experience in Maine. This exceptionally designed and appointed home will be built with supreme quality and luxury, including a ground floor ensuite bedroom, and a spectacular primary bedroom suite upstairs with his & hers bathrooms, closets, and a study that could serve as an extra bedroom. The open concept kitchen and great room makes for satisfying everyday use, as does the abundanta outdoor living space, be it the screened porch, veranda, open deck, and granite patios. Sumptuously comfortable, the home offers owners an effortless club lifestyle, with golf cart access to Club amenities that feature the 18-hole course, lavish spa, family pool, fitness center, tennis & pickleball courts, dining facilities, and more. Club-maintained gardens & landscaping, municipal water & sewer, and other attributes make for ''lock and leave'' convenience, just up the hill from downtown Boothbay Harbor.

Lot 7 Whispering Pines, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$3,995,000

5 Beds ⋅ 3 Baths ⋅ 73542542 MLS

A rare opportunity to create a premier in-town compound in one of Edgartown’s most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main house, attached 1 bedroom apartment, and an oversized garage with an attached 556-square-foot barn. The property provides a unique foundation for expansion, renovation, or a thoughtfully designed new build. With its generous lot size and coveted location, 49 High Street presents a rare opportunity to create a legacy property within walking distance of Edgartown’s shops, restaurants, harbor, and village amenities.

49 High Street, Edgartown

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

$3,995,000

7 Beds ⋅ 9 Baths ⋅ 1668972 MLS

Nestled within Cape Elizabeth's desirable Cross Hill neighborhood, 19 Tiger Lily Lane is a remarkable estate property. Built by renowned Maine custom builder Russ Doucette, this exceptional residence showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail throughout. Privately situated on 1.65 acres of beautifully landscaped grounds, the home offers thoughtfully designed living spaces featuring six bedrooms, multiple gathering areas, and luxury amenities designed for both comfortable family living and sophisticated entertaining. The shingle-style architecture reflects classic New England charm, while the interior blends warmth and refinement with truly custom millwork, expansive living spaces, and high-end finishes. The backyard is a private oasis, its deck overlooking an in-ground gunite pool and spa, surrounded by beautiful hardscaping and mature landscaping creating a secluded retreat. A charming carriage house further enhances the property, offering guests a private residence complete with a full kitchen, living room, and separate bedroom. Thoughtfully designed with one-of-a-kind finishes, every element of this exceptional property reflects a commitment to quality, comfort, and privacy. Ideally located just minutes from Cape Elizabeth's scenic beaches, the Portland International Jetport, and Portland's acclaimed culinary, arts, and cultural destinations, this home offers the perfect blend of convenience and coastal elegance. A rare offering in one of Southern Maine's most sought-after communities, this is an extraordinary place to call home.

19 Tiger Lily Ln, Cape Elizabeth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000

4 Beds ⋅ 6 Baths ⋅ 73541133 MLS

8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

8 Lawrence St, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$3,995,000

4 Beds ⋅ 8 Baths ⋅ 73527289 MLS

A private garden estate overlooking the Upton State Forest, where a winding paver driveway meanders through mature gardens before arriving at an extraordinary custom home. Created by combining three lots into one remarkable homesite, this custom-built residence offers exceptional privacy while remaining just minutes from Route 495, the Mass Pike, shopping, and dining. Nearly two years in the making, every aspect of the home was carefully planned, from its architectural details to its placement on the property to maximize views of the mature gardens and the Upton State Forest beyond. Beautifully landscaped grounds create a remarkable sense of arrival and a peaceful retreat in every season.

10 Andrea Dr, Hopkinton

Listing courtesy of Listing Agent: Stephanie Archung from Listing Office: Gibson Sotheby's International Realty.

$3,995,000

6 Beds ⋅ 5 Baths ⋅ 1652058 MLS

This custom-built ski-in/ski-out residence offers a rare opportunity to own a true Sugarloaf family compound, ideally sited on a double lot with direct access to the ski-way leading to the new Bucksaw Express chairlift. Thoughtfully designed for both gathering and privacy, the home features six bedrooms, four and a half bathrooms, two generous primary suites, and separate guest quarters with a full kitchen—perfect for hosting family and friends in every season. A spacious ski-room entry provides seamless slope access, while two laundry rooms, a dedicated exercise room, and a large two-car garage add everyday ease. Crafted with exceptional attention to detail, the home showcases custom timber joinery and exposed beams throughout, blending refined mountain character with timeless design. Interior living spaces are anchored by two fireplaces, including a striking wood-burning fireplace in the main living room and a propane fireplace near the breakfast nook. The gourmet kitchen is equally suited for casual mornings and après-ski entertaining. Outdoor living is a standout feature, with a wraparound deck, hot tub, and an inviting fireplace seating area offering western exposure and breathtaking sunsets over Crocker Cirque, along with simultaneous views of the Crocker and Bigelow mountain ranges. Two independent propane-fired heating systems provide radiant and baseboard hot-water heat, ensuring year-round comfort in this exceptional slopeside home.

6003 Sandy River Cir Unit 6003, Carrabassett Valley

Listing courtesy of Mountainside Real Estate.

$3,995,000

3 Beds ⋅ 4 Baths ⋅ 1642159 MLS

A Stunning Four-Season Retreat Just 30 Minutes from Sugarloaf USA Set in the heart of Western Maine, Windledge Farm spans 308 acres of multifaceted landscape with staggering views of the protected High Peaks of Maine. Perfectly positioned just 30 minutes from Sugarloaf USA; New England's premier ski destination, this property offers an unparalleled opportunity for those seeking a world-class ski retreat with year-round appeal. The 4,500-square-foot contemporary main house, designed by renowned architect Frank Robinson as an homage to Frank Lloyd Wright, is a masterpiece of design and craftsmanship. The home seamlessly integrates with its natural surroundings, creating a harmonious blend of artistry, comfort, and modern luxury. Expansive open-concept living spaces, state-of-the-art amenities, and meticulous detailing make this residence both a sanctuary and a statement. For equestrian enthusiasts, the property's exceptional equestrian facilities designed by a veterinarian and constructed by the Knickerbocker Group, offer the ultimate in care, functionality, and beauty. The handsome 60' x 48' stable includes eight spacious stalls, a tack room, heated wash bay, medical room, and office, with a beautifully finished one-bedroom apartment above that enjoys the same breathtaking views as the main home. Beyond the stable lie 10 paddocks, 4 large turnout pastures, and roughly 7 acres of hay fields, along with access to miles of scenic trails across the estate. Additional structures include a 36' x 60' barn for agricultural equipment, ample hay storage, and a large workshop ideal for year-round use. Whether you're spending winter weekends carving through Sugarloaf's legendary slopes, exploring the property's extensive trail system, or savoring Maine's tranquil summers, Windledge Farm is the ultimate four-season retreat, a rare combination of architectural brilliance, natural beauty, and recreational paradise.

402 Baker Hill Rd, Freeman Twp

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000

5 Beds ⋅ 4 Baths ⋅ 73519571 MLS

This inviting home exudes charm with its warm and welcoming spaces, sunny exposures and absolutely ideal Pinckney Street location. A large entry floor offers living, dining & kitchen, and powder room, as well as a "mudroom" located off of a delightful courtyard. The floorpan is flexible and allows for versatility, the front facing dining room can also function as a reception room with its handsome fireplace. An oversized kitchen with notable appliances overlooks the private courtyard. A second floor den can be included as part of the primary suite, or closed off and used as a cozy living space. The primary floor also offers an office, an oversized spa-like bath and abundant closet space. The third floor features 2 large bedrooms, a lovely bathroom and office, and private deck. The fourth floor was designed for 2 additional bedrooms, a full bath and thoughtfully laid out laundry room. This property features central air, many notable upgrades, outstanding storage and lovely curb appeal.

14 Pinckney Street, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 73518351 MLS

At 30 Dorr Road, Newton, MA, an exceptional single-family residence, meticulously constructed in 2026, presents an unparalleled living experience across 4,882 square feet. This newly built property represents the pinnacle of contemporary design, offering a sophisticated and expansive environment for discerning homeowners. The residence encompasses five generously proportioned bedrooms, each designed to provide comfort and privacy. Complementing these are five full bathrooms and one half bathroom, ensuring ample convenience and luxury for residents and guests alike. Further enhancing the property's appeal is a two-car heated garage, providing secure and direct access. The dwelling is situated on a substantial 10,000 square foot lot, offering significant outdoor space for various activities. This distinguished property invites you to experience a lifestyle of refined elegance and modern convenience.

30 Dorr Road, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.

Ask Us About Our Office Listings

Featured Properties