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$4,695,000
3 Beds 2 Baths 73478787 MLS
Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water beyond. The interior feels open, calm, and intentional, with spaces that flow naturally toward the outdoors and keep the focus where it belongs. Outside, the landscape opens gently toward the water. A private beach path sits immediately adjacent to the Vineyard Haven Yacht Club, offering sailing, tennis, dock access, and a café just steps away, an uncommon amenity pairing in such a peaceful, natural setting. Whether enjoyed as a personal escape or leveraged as an income-producing property, the home’s strong rental history reflects its wide appeal.

16 Frog Hollow, Tisbury

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

$4,650,000
5 Beds 6 Baths 73516969 MLS
An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings

50 Sumner Road, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

$4,600,000
3 Beds 5 Baths 73563876 MLS
An exceptional home in a coveted area, 165 Wings Neck Road pairs remarkable craftsmanship with a spectacular coastal setting overlooking Pocasset Harbor and Bassett’s Island. Custom built by noted luxury home builder Peter B. Coffin, this approximately 5,000-square-foot residence was conceived with an uncompromising level of quality, scale and detail, surrounded by beautifully landscaped grounds with a heated gunite pool and extraordinary water views.Light-filled interiors unfold in an open, sophisticated plan designed equally for entertaining and everyday coastal living. Three south-facing decks embrace the scenery, while distinctive architectural details include hand-hewn hickory floors, extensive custom millwork and built-ins, and seven fireplaces throughout the home. The expansive kitchen serves as the heart of the residence with a large island, pantry and generous gathering space. Main and upper floor primary suites offer exceptional privacy, complemented by additional guest accommodations. A four-person elevator connects the living levels with the four-car garage, adding convenience rarely found in a Cape Cod residence of this character.Outside, the experience is equally compelling. The pool and landscaped grounds create a private resort-like retreat, while views stretch across Pocasset Harbor toward Bassett’s Island with the natural landscape of the neighboring Wings Neck Sanctuary completing the backdrop. Rare on its own and even more extraordinary as part of a larger opportunity, adjacent 155 Wings Neck Road is also offered for sale. Acquire 165 individually or consider both residences together to create a significant multi-home coastal compound on one of Pocasset’s most desirable stretches of shoreline.

165 Wings Neck Rd, Bourne

Listing courtesy of Listing Agent: Fisher and Marks from Listing Office: .

$4,600,000
6 Beds 6 Baths 73522816 MLS
Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane offers a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic five-bedroom main residence, along with a separate one-bedroom carriage house, are rich in character and await a thoughtful renovation or reimagining. Ideally located near the clubhouse, restaurant, tennis courts, and pro shop, the property offers easy access to the Farm Neck lifestyle while remaining just minutes from town, the harbor, and ferry terminal. This is an extraordinary chance to secure a property within the esteemed Farm Neck Golf Club community. Included is a highly sought-after Farm Neck Club Stockholder Membership, enhancing both its prestige and value.

15 Tamarack Lane, Oak Bluffs

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..

$4,600,000
7 Beds 5 Baths 73496611 MLS
In the intellectual heart of Cambridge, a residence of architectural grandeur offers a rare convergence of substance and tranquility, just steps from Harvard Sq & Charles River. This Victorian lives like a grand single-family home while possessing the versatility of a 2-family. Spanning 3824sqft, its 15 rooms are defined by generous proportions, natural light, timelessness of five fireplaces. The layout features 5 beds, 3F/2H baths, sunroom. At its heart is a chef’s kitchen, a welcoming space with a large island, high-end appliances, intimate seating. Discover a private urban sanctuary on the sprawling 6563sqft lot, where a perfected Zen-like garden creates an idyllic retreat for serene lounging. A coveted side-by-side 2-car driveway, Central AC, private-entrance au-pair/guest suite provide ultimate flexibility. Expansive 1174sqft high-ceilinged unfinished basement awaits your vision. Unique opportunity to live moments from iconic museums, acclaimed dining. Showings by Appointment Only

32 Hawthorn St, Cambridge

Listing courtesy of Listing Agent: Mac Chinsomboon from Listing Office: Coldwell Banker Realty - Boston.

$4,595,000
6 Beds 5 Baths 73564377 MLS
Grand and stately 1888 Queen Anne brick single-family with superb sun exposures sited above street grade on rare 1/4-acre corner lot at summit of Avon Hill, close to the Porter Sqare Red Line, Commuter Rail, Harvard Law School, & Harvard's science center. 14 well-proportioned rooms. Gracious and elegant residence: high ceilings, moldings, numerous large windows, custom woodwork, 3 period fireplaces, magnificent large-scale 19th-c. stained glass panel, finely detailed original medallions. Excellent cross-ventilation. Hardwood floors. 6 bedrooms, 3 full & 2 half-baths. 2 sets of washers/dryers. 5 bay windows, substantial sandstone window sills & threshold, original terracotta details, distinctive brickwork, gables, ornate shingle patterns, slate roof. Separate-entrance 905 s.f. lower-level office & 1/2-bath. Porch: granite steps, ornate turned balusters, period trim. 3rd-floor auxiliary apartment has private entry & 175 s.f. rooftop deck. Without architectural changes apartment can be re-incorporated with 1st- & 2nd-floor living areas. Landscaped & fenced gardens with dozens of mature trees & scores of rhododendron, azalea, & flowering perennials. 500 s.f. stone-paved patio at rear of residence. Charming pond & fountain with goldfish & shubunkin. 2020 state-of-the-art two-pipe boiler system installed by New England SteamWorks, which specializes in steam systems plus two 2023 Bosch heat pump/AC compressors: one outside for main house and one on 3rd-floor deck for apartment. 2nd floor has high-velocity system with ducting in the ceilings above all the rooms. Off-street parking.

140 Upland Road, Cambridge

Listing courtesy of Listing Agent: The Petrowsky Jones Group from Listing Office: Compass.

$4,595,000
5 Beds 3 Baths 73503067 MLS
Presenting a rare waterfront Eastern Pt compound spanning 3 contiguous parcels, ideally located between the yacht club and iconic lighthouse. This unique offering includes two single-family homes and a charming bunkhouse. 127 features a two-story, 2-BR home with a flexible first floor: 2 BRs, den, and screened porch which can comfortably host additional sleeping, and the stunning second-floor features an open-concept kitchen, dining, and living area with cathedral ceiling and a 30-foot wraparound deck. 129 is a single level, 3-BR bungalow with an updated kitchen, open living/dining, sunroom, and spacious wraparound deck. Completing the property, 131 has the delightful 11' x 15“ bunkhouse (has electricity, no plumbing), and is outfitted with 4 beds and a waterfront window that opens to an outdoor bar. A one-of-a-kind coastal retreat, with character and versatility - perfect for hosting family and guests. Attached is a feature sheet that provides detailed information about each parcel.

127-131 Eastern Point Blvd, Gloucester

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.

$4,550,000
6 Beds 7 Baths 73521390 MLS
Beautifully built custom home in the coveted Sesuit Neck area of East Dennis, crafted for those who expect the exceptional. Every inch reflects uncompromising quality - from the elevated design to the premium materials - creating a residence that stands out as one of the area's finest. The sun filled open floor plan showcases an expansive living room with custom built-ins, elegant coffered ceilings, and a striking wood burning fireplace - an inviting centerpiece for gatherings. Throughout the home, rich wood floors set a warm, refined tone. A substantial first floor primary bedroom is enhanced by a private bath and walk in closet. The chef's kitchen is a true showpiece, featuring custom cabinetry, top tier Wolf appliances, and a generous center island designed for effortless cooking and entertaining. The second-floor features five well-appointed bedrooms, three full baths, and a versatile area currently used as a den. The finished lower level expands the home's living potential with an additional 1,842 sq. ft., offering a spacious family room and a full bath - perfect for guests, recreation, or a private retreat. The resort style backyard is a true private oasis, offering an expansive setting designed for unforgettable outdoor living. A sparkling inground pool anchors the space, complemented by a 384 sq. ft. cabana complete with a kitchenette and half bath - perfect for effortless poolside entertaining. The fire pit lounge, enclosed porch, and sweeping yard provide endless room for relaxation, recreation, and gatherings of any size. Just a short distance to Harborview Beach, Sesuit Harbor Marina, Dennis Yacht Club and of course the very popular Sesuit Harbor Café. This is truly an outstanding offering. 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.

10 Shiverick, Dennis

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$4,500,000
4 Beds 5 Baths 73556459 MLS
Waterfront new construction in one of Chatham's most preeminent locations, minutes from town. This rare half-acre offering on Emery Pond is to be built by R.A. Martin, one of the Cape's premier builders, with select interior finishes and customizations still available to the right buyer. New construction of this scale is exceptionally rare on Cape Cod, offering the perfect mix of estate-level living and an in-town lifestyle, all with stunning water views. The finished residence offers approximately 4,689 square feet of considered living space across three thoughtfully composed levels, with 4 bedrooms and 4 full baths. Sunlit interiors flow effortlessly from kitchen to dining to generous entertaining spaces, opening to a screened porch and deck framing sweeping views of the pond. Outside, a waterfront pool anchors a true outdoor retreat -- a private, resort-style setting for gathering, moments from town. A primary suite anchors the upper level alongside an office and two additional bedrooms, while the lower level offers a fourth bedroom suite and a generous recreation room. A rare opportunity to build new construction with a coveted mix of setting, space, and location on Emery Pond.

66 Ethelma Dr, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

$4,500,000
4 Beds 7 Baths 73513914 MLS
Tucked away on a private cul-de-sac in Hingham’s prestigious World’s End, 5 Seal Cove Lane is a beautifully appointed residence thoughtfully designed for both leisure and lifestyle. Seconds to Seal Cove Beach, the property offers seamless indoor and outdoor living, architectural interest through coffered ceilings, custom cabinetry and cozy nooks, sun-drenched living spaces, a serene primary ensuite with dual walk-in closets and a versatile guest ensuite for dedicated home office, extended family or caretaker quarters. Surrounded by private, professionally landscaped grounds, the property offers exceptional spaces for outdoor dining, relaxation or play, complemented by an in-ground pool and fully equipped pool house with full kitchen, gas fireplace, built-in grill, outdoor shower, powder bath, retractable screens and storage, easily accommodating skiffs or additional recreational equipment. Rare opportunity to own an exceptional property in one of Hingham’s most coveted locations.

5 Seal Cove Ln, Hingham

Listing courtesy of Listing Agent: Kevin Caulfield from Listing Office: Compass.

$4,500,000
4 Beds 5 Baths 73497147 MLS
Exceptional East End offering spanning from Commercial Street to Bradford Street! This rare two-parcel opportunity consisting of 624 Commercial Street and 309 Bradford Street is awaiting your vision! Ideally situated near public access to a pristine bay beach, this assemblage combines location, versatility, and potential. 624 Commercial Street offers a 5,002 sq ft lot with a newly constructed three-bedroom residence, with the possibility to accommodate a fourth bedroom or ADU. 309 Bradford Street features an 8,175 sq ft lot with a charming one-bedroom cottage, well-suited for guest accommodations or rental use. Both properties include generous outdoor space and off-street parking, presenting a unique opportunity for expansion, investment, or the creation of a private compound in Provincetown's desirable, and historic East End.

309 Bradford Street, Provincetown

Listing courtesy of Listing Agent: The Rose Kennedy Team from Listing Office: Gibson Sotheby's International Realty.

$4,500,000
4 Beds 4 Baths 73492591 MLS
Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water and doors to an expansive waterside deck. A versatile layout supports single-level living, featuring a first-floor suite currently enjoyed as a family room with a fireplace, soaring ceilings, full bath, and access to the deck. The upper level includes three bedrooms and a den, all benefiting from stunning outlooks. Professionally designed grounds provide a sense of seclusion, complemented by a private footpath to the shoreline. An exceptional offering in one of Chatham's most coveted waterfront locations.

346 Morris Island Road, Chatham

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

$4,500,000
6 Beds 8 Baths 73481194 MLS
Newly refreshed English Country Estate ready to be discovered! Recently enhanced with a sophisticated neutral palette, this extraordinary 9,300+ sq ft residence is privately sited on 4.5 magnificent acres at the crown of one of Southborough’s most distinguished estate neighborhoods. Surrounded by 180 acres of conservation land, the home offers exceptional privacy, architectural distinction and timeless craftsmanship. Grand formal rooms with exquisite millwork flow to inviting everyday living spaces, while seven gas fireplaces create unexpected warmth throughout. Six bedrooms include a luxurious primary suite with dual spa baths and magnificent sunset views. Resort-style grounds feature multiple terraces, a heated freeform pool, formal English gardens, sculpted hedges, perennial blooms and a flourishing apple orchard with working cider press. An irreplaceable private estate setting just one mile from Fay and St. Mark’s Schools and 25 miles from downtown Boston.

12 Wyndemere Drive, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

$4,499,900
5 Beds 7 Baths 73555706 MLS
An extraordinary new luxury residence to be constructed in Dedham’s coveted Precinct One. Thoughtfully designed to blend timeless architecture with modern living, this exceptional home will offer approximately 4,000–6,000 square feet of refined living space, premium finishes, and outstanding craftsmanship throughout. Depending upon the stage of construction, purchasers may have the opportunity to personalize select finishes and design elements. Ideally situated on one of Precinct One’s most desirable streets, the property offers convenient access to Legacy Place, private schools, commuter routes, and downtown Boston. Renderings are for illustrative purposes only. Specifications, dimensions, features, and finishes are subject to change.

262 Meadowbrook Road, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$4,499,000
4 Beds 8 Baths 73492963 MLS
Nestled on a lush 60,000+ square foot lot just nine miles from Boston, this exceptional custom-designed home offers the feel of a private retreat with striking architectural design. Thoughtfully arranged with two wings set at a 30-degree angle, the layout captures beautiful views of the sprawling gardens and tranquil courtyards throughout.One wing features a luxurious primary suite with a circular study, spacious bedroom, sitting room, and elegant bath with dual dressing rooms and walk-in closets. The opposite wing is designed for everyday living and entertaining, offering a chef’s kitchen, breakfast room, walk-in pantry, wet bar, laundry, half bath, mudroom, and three-car garage. Coffered ceilings, walls of windows, and a warm, inviting family room highlight the home’s craftsmanship, while the open floor plan allows each space to flow seamlessly. A rare and distinctive property that must be experienced to fully appreciate its beauty and privacy.

135 Marsh St, Belmont

Listing courtesy of Listing Agent: David Hurley from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$4,499,000
7 Beds 6 Baths 73460626 MLS
Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with quartz countertops & massive 10 foot center island. Wolf/Subzero/Thermador appliances, 2 dishwashers, 2 sinks, professional hood, micro lift, dual wine fridge & breakfast sitting area. Dramatic primary bedroom suite with marble fireplace, walk-in closet, balcony & spa-like bath with glass enclosed shower & soaking tub. Top floor offers yoga/studio/office. Sprawling roof deck with breathtaking views of downtown Boston & Prudential. Exterior bluestone patio, gas fireplace perfect for entertaining. 6 parking (2 garage), smart home technology & surround sound complete this exceptional residence!

89 University Road, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.

$4,499,000
4 Beds 3 Baths 73434698 MLS
Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine floors, decorative fireplaces, and historic moldings. The layout offers open spaces and privacy, with four bedrooms, three bathrooms, and diverse living areas. The primary ensuite is a private wing with a sitting area and walk-in closet. The kitchen setup is ideal for culinary creativity. Entertain or relax in the nostalgic ambiance. A newer roof, heating, and AC ensure comfort. Outdoors, a versatile barn/boathouse offers recreational possibilities. Whether seeking tranquility or lively gatherings, 66 Tides End Lane welcomes you with grace and beauty.

66 Tides End Ln, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.

$4,499,000
8 Beds 9 Baths 73377530 MLS
Nestled in the heart of the West End, this historic 1847 Greek Revival Captain's Home is now available for purchase after 29 years under the same ownership. As one of the largest buildings in the neighborhood, the West End Inn serves primarily as a private residence but is also licensed as a B&B. The first floor was completely renovated in 2019. The property features three kitchens, a kitchenette, and four separate living quarters, each with private entrances. The light-filled, three-family layout offers potential to be converted into a substantial single-family home. There are nine bathrooms, eight bedrooms, two dens, two decks, two private garden spaces, and a beautifully appointed front yard. The top floor, with its large deck, provides water views and unobstructed vistas of Telegraph Hill and stunning sunsets. Parking is available for five or more cars, and beach access is directly across the street. Betterment paid in full.

44 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.

$4,495,000
5 Beds 5 Baths 73550033 MLS
SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms and a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.

108 Codman Rd, Brookline

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

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

20 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: Peter Cwieka from Listing Office: Media Realty Group Inc..

$4,495,000
8 Beds 7 Baths 73531988 MLS
Set on an extraordinary 12-acre waterfront parcel, this rare property features two homes on a single private lot along the scenic Concord River. The contemporary main residence is designed to capture stunning river views from nearly every room, offering elegant living spaces, five fireplaces, and a spectacular indoor pool for year-round enjoyment. In total, the property includes 8 bedrooms and 7 bathrooms, providing exceptional space for family and guests. A private dock extends into the Concord River, offering direct access for boating, kayaking, and waterfront recreation. Surrounded by mature landscaping and acres of natural beauty, the property offers remarkable privacy and a peaceful setting while remaining conveniently accessible to upscale shopping, fine dining, and 3 airports. Combining luxury, contemporary design, and one of the area's most desirable riverfront locations, this exceptional estate presents a rare opportunity to enjoy an unparalleled waterfront lifestyle.

389 River Rd, Carlisle

Listing courtesy of Listing Agent: Kevin Balboni from Listing Office: William Raveis R.E. & Home Services.

$4,495,000
5 Beds 8 Baths 73524035 MLS
A custom-designed home showcasing exceptional craftsmanship, and a seamless blend of luxury living & grand-scale entertaining. Dramatic floor-to-ceiling windows bathe the interiors in natural light, while soaring 10+ foot ceilings and a versatile floor plan create an extraordinary living experience throughout. At the heart of the home is a spectacular chef’s kitchen featuring custom Sapele wood cabinetry, striking Onyx countertops, and top-of-the-line Miele appliances. The expansive living & family rooms each feature sleek linear gas fireplaces, offering both sophistication & comfort. The lavish primary suite is a private retreat, complete with dual spa-inspired bathrooms — one featuring a steam room & the other a soaking tub, along with two walk-in closets & direct access to an oversized deck. Additional highlights include four generous bedrooms, a gym w/full bath & sauna, 2nd family room & an elevator. Enjoy the stunning landscaped yard w/salt water pool & cabana, a heated driveway.

17 Edge Hill Rd, Newton

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

$4,495,000
6 Beds 7 Baths 73507578 MLS
Rare Oceanfront Queen Anne Victorian Estate | Beachhurst | Boston Skyline Views directly on the ocean just 11 miles from Boston, this magnificent shingle-style home offers an unparalleled oceanfront lifestyle. Featuring 8 bedrooms (4 ensuite), & multiple outdoor spaces, the home is designed for grand entertaining and relaxed coastal living. Wake to sweeping views of Boston's glittering skyline, harbor islands, and open sea from nearly every room. Direct access to Eisen Beach puts sand and surf at your doorstep. The chef's kitchen opens via French doors straight to the water, while the wraparound covered porch and pergola invite endless hours of coastal enjoyment. The original craftsmanship designed by Richard Morris Hunt shines with inlaid hardwood floors, hand-carved balusters, stained-glass entry doors, rich wood paneling & multiple ornate fireplaces. Swampscott's most iconic oceanfront home with green lawn, all just minutes from the commuter rail with direct service to Boston.

251 Puritan Road, Swampscott

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.

$4,495,000
6 Beds 8 Baths 73506861 MLS
Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

650 Canton Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$4,495,000
4 Beds 4 Baths 73504181 MLS
Tucked within the gated enclave of Oyster Harbors, 93 Oyster Way blends coastal elegance with modern luxury. Sunlit interiors feature vaulted ceilings, hardwood floors, and inviting living and dining spaces overlooking a private backyard. The chef’s kitchen offers custom cabinetry, granite countertops, a large island, and premium Wolf and Sub-Zero appliances, opening to a family room and screened porch for seamless indoor-outdoor living.The primary suite is a serene retreat with dual walk-in closets, patio access, and a spa-like bath with soaking tub and walk-in shower. Additional bedrooms, en-suite baths, and a home office provide comfort and flexibility.A finished lower level includes a gym, office, and storage. Outdoors, a brick patio and stone wall frame a yard with room for a pool. Expansion potential is already in place for a second floor with 10-foot ceilings, offering a rare opportunity to grow within Oyster Harbors.

93 Oyster Way, Barnstable

Listing courtesy of Listing Agent: Kelly Powers Crosby from Listing Office: LandVest, Inc..

$4,490,000
6 Beds 8 Baths 73551204 MLS
Grandeur awaits, Welcome home to 75 Woodfall Rd in Belmont. This sprawling villa with a finished lower level offers unparalleled luxury & space, perfect for grand living and entertaining. The bright and sunny home's craftsmanship is evidenced by its soaring ceilings & custom inlaid hardwood flooring, Italian marble fireplaces & stately columns. A sweeping circular driveway with a four car garage leads to a grand foyer featuring a dramatic curved staircase and chandelier that sets the stage for the home's exquisite details. The foyer opens to an oversized great room with walls of glass and twenty-foot ceilings. Multiple decorative fireplaces exude Mediterranean charm. Unleash your inner chef in a gourmet eat-in kitchen designed for culinary creations, offering an island, walk in pantry, Viking appliances and a butlers pantry with access to the formal dining room. Six spacious bedrooms, each a private sanctuary on its own & six full & 2 half luxurious bathrooms.

75 Woodfall Rd, Belmont

Listing courtesy of Listing Agent: Janet Ghazzi from Listing Office: Coldwell Banker Realty - Newton.

$4,485,000
6 Beds 6 Baths 73491482 MLS
This turnkey luxury historic residence, meticulously restored and ideally situated on Meriam Hill just three blocks from Lexington’s town center, offers a rare opportunity to experience the grandeur of a distinguished historic home with the ease and sophistication of modern living. Thoughtfully preserved architectural details are complemented by interiors conceived by an award-winning Boston designer, creating an elegant yet inviting environment where timeless character and contemporary amenities are seamlessly integrated.Bathed in natural light, the gracious interiors unfold from a grand foyer anchored by the original staircase, leading to formal living and dining rooms and a handsome study, each appointed with its own fireplace. A stately wraparound porch extends the living experience outdoors, providing an idyllic setting for entertaining or unwinding while taking in spectacular sunset views.A thoughtfully designed addition introduces a sophisticated chef’s kitchen with a butler’s pantry, casual dining area, and dedicated office nook, perfectly suited to both everyday living and effortless entertaining. The lower level further elevates the home’s lifestyle offering with a media room, game room, fitness center with direct backyard access, and an additional mudroom. An attached three-car garage and two mudrooms provide exceptional convenience and functionality.Set in one of Lexington’s most coveted neighborhoods, the residence places the town’s celebrated amenities, including its highly regarded schools, shops, restaurants, and community offerings, all within blocks. This exceptional property is a distinguished blend of historic provenance, architectural beauty, modern luxury, and an unparalleled in-town location.

4 Adams Street, Lexington

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

$4,450,000
5 Beds 8 Baths 73558871 MLS
A one-of-a-kind European-inspired estate on 5.6 private wooded acres, featuring a private elevator, a 15-car garage compound, an indoor pool pavilion ready for completion, an immense customizable lower level, and exceptional craftsmanship. Some homes are built to satisfy the market. Others are created to fulfill a vision. La Farigoule belongs unmistakably to the latter. Inspired by the timeless country estates of France and Southern Europe, this extraordinary custom residence was conceived not as a speculative development, but as a lifelong private estate where architecture, craftsmanship, and imagination took precedence over convention. Every room, proportion, and crafted detail reflects a singular vision, giving the home remarkable character and unmistakable personality. Set amid secluded woodlands, La Farigoule reveals itself through remarkable spaces and unexpected discoveries. A private elevator serves every level, from the expansive lower level to the attic, combining elegance with convenience. The spectacular 15-car garage compound offers an extraordinary setting for automobile collectors, while a rare underground passage discreetly connects it to the residence- an architectural feature almost never found in a private home. A magnificent indoor swimming pool pavilion awaits completion as a year-round wellness retreat. Beneath the residence, an immense lower level can become a private cinema, wine cellar, fitness center, spa, golf simulator, guest residence, or exceptional entertainment venue. These spaces invite the next owner to shape the estate around a personal lifestyle. Even the smallest details express the home's European spirit. A traditional wood-fired pizza oven evokes Tuscany and Provence, where family and friends gather around simple pleasures, fine food, and memorable evenings. Handcrafted millwork, custom stonework, soaring spaces, and bespoke details create warmth, authenticity, and timeless elegance rarely found in contemporary construction. La Farigoule is more than a luxury residence- it is a home with a soul. Created not simply to impress, but to endure, it is complete in its architectural vision while offering opportunities for personalization without compromising its identity. Only minutes from Boston, yet surrounded by privacy, La Farigoule is for those who seek originality over convention, craftsmanship over fashion, and character over excess. Some houses are admired. Some houses are envied. La Farigoule is remembered.

145 Dutton Road, Sudbury

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International 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.

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