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46 Beach Rd, Orleans
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 73557823 MLS ⋅ ACTIVE Status
46 Beach Road is a truly one of a kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is anextraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine coolerand storage, and a striking custom glass-topped island breakfastarea. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan,staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness-inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub,

46 Beach Rd, Orleans

Listing courtesy of Listing Agent: Sandra Milano from Listing Office: REMAX Executive Realty.
226 Cochituate Rd, Wayland
$3,950,000
5 Beds ⋅ 7 Baths ⋅ 73548853 MLS ⋅ ACTIVE Status
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.
14 School St, Falmouth
$3,950,000
8 Beds ⋅ 4 Baths ⋅ 73523107 MLS ⋅ ACTIVE Status
On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the1820s, this classic New England home spans three separate dwellings – each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance – and available for the first time in 70 years – this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

14 School St, Falmouth

Listing courtesy of Listing Agent: Susan Challenger from Listing Office: Sotheby's International Realty.
650 Canton Ave, Milton
$3,950,000
6 Beds ⋅ 8 Baths ⋅ 73506861 MLS ⋅ ACTIVE Status
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.
40 Harbor Road, Dennis
$3,950,000
4 Beds ⋅ 2 Baths ⋅ 73487626 MLS ⋅ ACTIVE Status
Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come.

40 Harbor Road, Dennis

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
200 Dudley, Newton
$3,900,000
4 Beds ⋅ 4 Baths ⋅ 73592967 MLS ⋅ ACTIVE Status
Step into a residence where history, craft, and architectural prestige converge. This magnificent 1895 New England estate sits on an expansive, 1.24 acre lot in the heart of coveted Newton Centre. Once the private residence of legendary Boston architect Charles Collens (mastermind behind Newton City Hall and NYC's The Met Cloisters), this stately 5,145-square foot home beautifully marries turn-of-the-century structural grandeur with timeless elegance and modern comfort. A striking brick, stone and wood siding exterior opens to a sprawling three-story floor plan defined by soaring ceilings, rich period mill work, and a dramatic network of classic brick fireplaces. The grand living spaces transition seamlessly to the lush, private grounds, offering a rare sanctuary of open rolling lawn and mature trees. The property has a private elevator, central air and beautifully updated kitchen and baths. The private grounds evoke the charm of a European country estate, featuring custom stone work, established garden beds and sweeping lawn expanses. A rare offering that marries historic significance with endless potential and plenty of room for a pool and tennis court. Complete with a detached carriage style garage, this landmark property offers an unrepeatable opportunity to own a piece of Newton's design legacy just moments from Boston, upscale dining, shopping, and top-tier schools-offering an exceptionally rare balance of historic significance and prime location.

200 Dudley, Newton

Listing courtesy of Listing Agent: Kathy Krongel from Listing Office: Hammond Residential Real Estate.
34 Sunset Rd, Duxbury
$3,900,000
5 Beds ⋅ 6 Baths ⋅ 73592422 MLS ⋅ PRICE CHANGED Status
Known as "Bluefish River Farm", this extraordinary Cape is set on four breathtaking acres along Bluefish River, offering exceptional privacy and sweeping water views in the heart of Duxbury Village. Elevated above the surrounding saltwater marsh, the property captures spectacular vistas and unforgettable sunsets. Tastefully appointed, the home features five bedrooms , four full and two half baths, an expansive kitchen and dining area, pantry, home office and three fireplaces. The owner's suite includes a spacious walk-in closet, while a mudroom adds everyday convenience. A large screened porch and patio provide inviting spaces to enjoy the serene surroundings, complemented by a heated in-ground pool. The grounds are rich with character, featuring majestic trees, historic stone walls, fruit trees, and perennial gardens. Additional amenities include a barn, a three-bay boathouse, an attached one-car garage, and access to a shared tennis court. A truly rare offering, this remarkable property combines natural beauty, timeless charm, and a coveted Village location in a setting that is nothing short of extraordinary.

34 Sunset Rd, Duxbury

Listing courtesy of Listing Agent: Donna Wood from Listing Office: South Shore Sotheby's International Realty.
41 Montvale Rd, Newton
$3,900,000
5 Beds ⋅ 7 Baths ⋅ 73590265 MLS ⋅ ACTIVE Status
Set on approximately 0.88 acres in Newton Centre’s historic Bishop Estate neighborhood, this distinguished circa-1905 Classical Revival residence offers an exceptional combination of architectural significance, timeless elegance, and gracious living. Encompassing over 7000 sf in the main house, the home is distinguished by its handsome stucco exterior, expansive porches, beautifully proportioned rooms, and refined architectural details. A sun-filled carriage house has been recently added to the property, offering an open floorplan on the first floor and 1 bedroom suite on the second.Recognized on the National Register of Historic Places, the residence reflects the craftsmanship and character of Newton’s early twentieth-century estates. Its substantial grounds and setting within the historic Olmsted-planned neighborhood provide a sense of privacy and distinction, complemented by the enduring appeal of one of Newton’s most established residential enclaves.A rare opportunity to own a property of remarkable architectural heritage and lasting appeal.

41 Montvale Rd, Newton

Listing courtesy of Listing Agent: Robin Allen from Listing Office: Hammond Residential Real Estate.
44 Putnam Street, Newton
$3,900,000
6 Beds ⋅ 6 Baths ⋅ 73574819 MLS ⋅ ACTIVE Status
Meticulously restored/fully renovated/DELEADED Victorian set on a tree-lined street in coveted West Newton Hill offers the best of both worlds: infrastructure of new construction + incredible period detail! Since ‘22: basement renovated w/state-of-the-art mechanicals, 400amps, office, gym, full bath & endless storage; new roof, re-furbished exterior, weatherproofing; award-winning new baths, updated kitchen, stone retaining wall allowing for level yard, professionally landscaped grounds; new 2-car heated garage w/ EV & sunny office/gym above, & more! PLUS the splendor of exquisite original millwork, soaring ceilings, oversized fireplaces & expansive front porch common in the late 1800s. Great layout w/ double parlor living & family room flowing to large dining room, pantry & eat-in-kitchen with glass sliders to deck and yard. Spacious Primary features a spa-like bath w/ all the bells & whistles, custom walk-in closet & sitting area. Walk to Pierce School & West Newton Square, easy access to Pike, downtown & Cambridge.

44 Putnam Street, Newton

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.
26 Warren Ave, Plymouth
$3,888,000
4 Beds ⋅ 3 Baths ⋅ 73580569 MLS ⋅ ACTIVE Status
Discover a rare opportunity to own a DIRECT OCEANFRONT COMPOUND where historic character meets the beauty of coastal living. Anchored by a main house built in 1895, this distinctive property brings together a remarkable collection of buildings: the historic residence, a heated barn, detached garage, and fishing cottage equipped with fireplace, 2 bedrooms and 1 bath.With the ocean as its backdrop, the property offers an exceptional setting to create a personal coastal retreat. The barn and detached garage complement the compound’s versatility, while the waterfront fishing cottage adds to its unique appeal.Rich in history and defined by its waterfront location, this is a special opportunity to steward an oceanfront property with enduring character and possibilities for its next chapter.

26 Warren Ave, Plymouth

Listing courtesy of Listing Agent: Jennifer Churchill from Listing Office: William Raveis R.E. & Homes Services.
4 Shepard St., Cambridge
$3,800,000
5 Beds ⋅ 3 Baths ⋅ 73597898 MLS ⋅ NEW Status
A rare opportunity to own a gracious, expansive Victorian-era home ideally situated between Harvard and Porter Squares, and offering exceptional access to Cambridge’s celebrated restaurants, performing arts, museums, universities, and public transportation. Rich in character and original architectural detail, this distinguished home combines beautifully proportioned spaces, gracefully curved hallways, restored pocket doors, carved ceiling medallions, original moldings, and hardwood floors throughout. Significant recent improvements include a new foundation, insulation, Marvin Ultimate triple glazed windows, 400 amp electric service and more. The 3rd floor is a designated auxiliary apartment dwelling in need of full refurbishment and together, this sets the stage for the home’s next iteration.The gracious first floor welcomes you through a wraparound front porch into an elegant central foyer flanked by formal living and dining rooms, each featuring a striking original fireplace with carved wood mantel and gas stoves. A butler’s pantry connects to the generously sized kitchen, ready for renovation and a new owner’s vision. A spacious rear mudroom opens to the patio and enclosed backyard, while an additional front room offers flexibility as a bedroom, study, or sitting room. A full bathroom completes this level.The second floor features four bedrooms, including a primary suite with an en-suite bath, an adjoining bedroom, a comfortable sitting area, and a shared full bathroom. The third floor is designated as an auxiliary apartment and offers a remarkable opportunity to create a private suite, guest retreat, or independent living space. Recently gutted to the studs, this level awaits renovation, with existing infrastructure for a kitchen and bathroom, two skylights, and a dramatic atrium-style window overhead.Outside, the enclosed backyard, mature plantings, brick patio, custom storage shed, and two driveway parking spaces enhance everyday comfort. With a substantial basement offering additional expansion potential and a premier location between two of Cambridge’s most vibrant squares, this is a distinctive home offering timeless appeal, exceptional flexibility, and the opportunity to create something truly special in the heart of Cambridge.

4 Shepard St., Cambridge

Listing courtesy of Listing Agent: MonaLisa Team from Listing Office: Compass.
15 Foxcroft Rd, Winchester
$3,799,000
8 Beds ⋅ 6 Baths ⋅ 73593484 MLS ⋅ ACTIVE Status
Welcome to 15 Foxcroft Road, an 8-bedroom home with 4 full and 2 half baths in Winchester's sought-after Flats neighborhood, offering over 7,000 sq ft on a beautiful corner lot. Two private suites make it ideal for multigenerational living, in-laws, caregivers, au pairs, or long-term guests, with ADU-style flexibility already built in. A full 2012 renovation created a large kitchen with oversized butler's pantry, a spacious family room with built-in cabinetry, a dining room, a playroom, and a mudroom with half bath on the first floor. The second floor has four more bedrooms, including a primary suite with full bath and large walk in closet. The third floor adds an additional bedroom and an office as well as cedar closet. The finished lower level features a full bar, a half bath, and ample space for a game room or media room. This property offers the unique ability to offer two suites perfect for extended family or caretakers. The first-floor suite offers single-level living with two bedrooms, a living room, and a full bath with a zero-entry shower. The second-floor suite has its own private staircase, bedroom, living room, and full bath for real independence from the main household. Outside, enjoy a fully fenced yard, wraparound porch, patio with fire pit, and an attached two-car garage. A unique and special property in one of Winchester's best neighborhoods!

15 Foxcroft Rd, Winchester

Listing courtesy of Listing Agent: Karen S. Garrett from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
949 Dedham St, Newton
$3,795,000
6 Beds ⋅ 8 Baths ⋅ 73584450 MLS ⋅ ACTIVE Status
Exceptional luxury new construction offering approximately 7,400 sq. ft. of beautifully designed space with 6 bedrooms, 6 full and 2 half baths. High-end craftsmanship is evident throughout, with oversized European windows bringing abundant natural light into the home, 5" red oak flooring and strategiclly placed LED lighting. The chef’s kitchen features premium Wolf and Sub-Zero appliances, wine refrigeration, custom cabinetry, dining nook, walk-in pantry and butler’s pantry, with easy access to a spacious mudroom. The living room is anchored by a sleek electric fireplace, while a formal dining room provides an elegant setting for entertaining. A first-floor office/en-suite bedroom offers exceptional flexibility for guests or multigenerational living. Upstairs are four en-suite bedrooms, including an impressive primary retreat with wet bar, spa-inspired bath and two custom closets, one featuring extensive high-end built-ins. The beautifully finished lower level is designed for entertaining with a sophisticated wine storage/lounge, full bar and additional en-suite bedroom. Two laundry areas add everyday convenience. Extensive professional landscaping and trees line the fully fenced perimeter, creating natural screening and a private setting. Irrigation system keeps it lush. Enjoy both covered and open patio areas, irrigation system and generous outdoor space. A 2-car garage, expansive additional parking, EV charger hookup and generator hookup complete this exceptional home, thoughtfully designed for luxury, comfort and modern living.

949 Dedham St, Newton

Listing courtesy of Listing Agent: Michelle J. Lane from Listing Office: Michelle Lane Real Estate.
132 Washington Ave, Needham
$3,795,000
5 Beds ⋅ 7 Baths ⋅ 73578654 MLS ⋅ ACTIVE Status
Exceptional space, style & versatility come together in this beautifully appointed Needham residence, ideally situated in a sought-after location. A welcoming foyer introduces a thoughtfully designed main level featuring a fireplaced family room with access to a screened porch, elegant formal dining room & spacious kitchen with center island, stainless steel appliances & sun-filled dining area. A private study provides the perfect work-from-home retreat, while a mudroom with direct access to the 3-car garage, laundry room & powder room add everyday convenience. Upstairs, the luxurious primary suite offers 2 walk-in closets & private bath. Three additional bedrooms each feature their own full bath & walk-in closet, creating exceptional privacy. The third floor offers a 5th bedroom, den & full bath, ideal for guests or extended stays. A finished lower level provides even more living space with an expansive playroom, additional home office & full bath. Generous living spaces, flexible floor plan & exceptional location combine to create a sophisticated home designed for today's lifestyle.

132 Washington Ave, Needham

Listing courtesy of Listing Agent: The Varano Realty Group from Listing Office: Keller Williams Realty.
54 Brimmer St, Boston
$3,795,000
5 Beds ⋅ 5 Baths ⋅ 73574564 MLS ⋅ ACTIVE Status
Beautifully Renovated Beacon Hill sun-drenched single-family brownstone is gracefully situated on a quiet, tree-lined street just moments from the Boston Common and the boutiques and dining of Charles Street. Featuring 5 bedrooms and 5 full baths the main level offers an elegant, open-concept living and dining area designed for refined entertaining, complemented by a thoughtfully appointed chef’s kitchen featuring premium stainless-steel appliances and gas cooking. On the second floor, the serene primary suite is anchored by a stately fireplace and enhanced by dual closets and a well-appointed en-suite bath. A spacious front-facing room across the hall provides exceptional flexibility as a family room, office, or additional bedroom. The third floor hosts two generously proportioned bedrooms, including a rear-facing suite with a beautifully updated en-suite bath. Crowning the home, the sunlit fourth floor offers a private retreat ideal for an au pair or guests, complete with a full kitchen, expansive bedroom, full bath, and inviting living area. Skylights flood the space with natural light, while sliding glass doors open to a private balcony showcasing captivating views of the Back Bay skyline. Truly an elegant Home.

54 Brimmer St, Boston

Listing courtesy of Listing Agent: Judy Pagano from Listing Office: Gibson Sotheby's International Realty.
96 Hammett Ln, Chilmark
$3,795,000
3 Beds ⋅ 4 Baths ⋅ 73545525 MLS ⋅ ACTIVE Status
Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine refrigerator. There are sliders that take you to an oversized deck and stairs to a blue stone patio and beautiful gardens. The screened-in porch off the living room steps out to the side yard, patio and outdoor shower. First floor Primary with walk-in closet, access to the deck and a private en-suite bathroom with beautiful tiled steam shower and large soaking tub. Second floor includes a loft with sitting room, 2 spacious bedrooms that share a full bath with shower and office, all with cathedral beamed ceilings. Many nice features throughout include white oak random width floors, marble and tile.

96 Hammett Ln, Chilmark

Listing courtesy of Listing Agent: Brenda Galligan from Listing Office: Karen M. Overtoom R.E..
24 Newell St, Cambridge
$3,795,000
4 Beds ⋅ 5 Baths ⋅ 73499201 MLS ⋅ ACTIVE Status
Built from the ground up, this 3,600+ sq ft residence pairs modern design with effortless everyday living. Abundant in natural light, 24 Newell offers 4 bedrooms, 4.5 baths and an Office/ Nursery. The main level makes a striking first impression, glass railings, venetian plaster fireplace, and a well appointed kitchen featuring Baumann Group imported cabinetry, Monogram appliances, and a grand island. The second level offers two en-suite bedrooms, a home office or nursery, full laundry room with side by side machines, and covered deck. Entirely devoted to the primary suite, the third level delivers dual walk-in closets, full bath with soaking tub, and a private deck. The lower level adds remarkable flexibility with a junior primary suite and a spacious family room. Andersen windows, White Oak flooring throughout, as well as radiant-heated flooring in all bathrooms. Outside, a private fenced yard and patio present a natural extension to the space, the home is complemented by two-car off-street parking with an EV charger. Positioned near Raymond Park, minutes from Porter and Harvard Squares, and offering exceptional access to Cambridge’s renowned universities, top-rated schools, dining, and everything the city has to offer.

24 Newell St, Cambridge

Listing courtesy of Listing Agent: Crown & Co. Team from Listing Office: EVO Real Estate Group, LLC.
75 Lee Street, Brookline
$3,790,000
4 Beds ⋅ 5 Baths ⋅ 73505387 MLS ⋅ REACTIVATED Status
RARE WATERFRONT OPPORTUNITY -- Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.
308 Musterfield Road, Concord
$3,775,000
4 Beds ⋅ 5 Baths ⋅ 73485152 MLS ⋅ ACTIVE Status
Stunning pond views highlight this property set in coveted Nashawtuc Hill, blending timeless elegance w/its natural surroundings. Set on 7.4 acres this unique & private property extends to the river & neighbors nearby conservation land & access to miles of walking trails. Designed for both relaxation & easy living, this 4 BR/5 Bath home features light filled welcoming spaces including an enlarged Kitchen, FamRoom, DR & LR, with a 2nd floor featuring a gracious primary suite, laundry, flexible BR spaces, and & additional en-suite BR. Season after season, enjoy the breathtaking pond ideal for fishing, skating, and heron watching! Host a gathering on the expansive patio or enjoy the outdoors through the picture windows & French doors. Ideal for entertaining, this home is a testament to elegance & sophistication paired with the comfort & serenity of a suburban feel. Minutes from HISTORIC Concord Center, trains, shops & more! Experience the pinnacle of Concord living - PRICELESS VIEWS!!

308 Musterfield Road, Concord

Listing courtesy of Listing Agent: Betsy Keane Dorr from Listing Office: LandVest, Inc., Concord.
90 Applegrove Ln, Carlisle
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 73593347 MLS ⋅ ACTIVE Status
Enjoy refined country living on 10 private acres and EXCEPTIONAL recent renovations including a one-of-a-kind great room / party barn. Sitting high on a beautiful lot abutting conservation land with direct access to miles of hiking and cross-country ski trails, this Shingle Style Estate offers privacy, recreation and convenience just minutes from Concord and Carlisle Centers. EXTENSIVE recent improvements have transformed this property; (see complete list attached) redesigned landscaping and hardscaping, expanded driveway, handsome stone walls, bluestone patios, a new deck and enlarged level backyard. Stunning new kitchen, new baths and a new four-season porch is a tranquil place to relax and enjoy the surrounding landscape, while solar panels enhance energy efficiency. Designed for fun and flexibility, the walk-out lower level is a destination all its own with game room, exercise room, bedroom/media room, a wet bar, full bath and laundry, offering space for recreation, entertaining, multi-generational living or apartment-style accommodations. What sets this home apart is the 44' x 30' great room / party barn / sport court, an extraordinary space with endless possibilities. Soaring vaulted ceiling, dramatic stone fireplace and a wall of doors opening directly to the patio, rarely does a home offer space this large, versatile and inspiring for your lifestyle. Upstairs, a thoughtfully designed floor plan is filled with walls of windows and exceptional craftsmanship. A welcoming foyer with wainscoting, tray ceiling, and inlaid tile introduces the custom millwork found throughout. At the center of it all is the new custom Chef's kitchen with center island, professional-grade appliances, two sinks, wood-burning pizza oven and a dining area open to the fireplaced family room. Formal living and dining rooms continue the blend of timeless New England charm with inviting spaces. The serene first-floor primary suite offers the ease of main-level living with two custom walk-in closets and beautifully renovated spa bath with a double vanity, soaking tub and heated towel bar. Upstairs are three additional bedrooms and two new baths. With attached 3-car garage, extensive improvements and entertaining spaces, this Carlisle home is designed to be enjoyed for generations.

90 Applegrove Ln, Carlisle

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
331 Heath Street, Brookline
$3,750,000
3 Beds ⋅ 4 Baths ⋅ 73481377 MLS ⋅ ACTIVE Status
Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The kitchen is the heart of the home with generous center island, walls of glass and windowed alcove for dining as well as a spacious desk area. There is a large home office, that makes working from home a pleasure. The office could double as a 4th bedroom. Cool upper level loft serves as a meditation space with fireplace and balcony! Great walls for art and the hallways are truly galleries. Such fabulous spaces inside and out for entertaining. Updated systems. Lovely grounds. Spacious 2-car garage with ample storage.

331 Heath Street, Brookline

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.
18 Honeysuckle Drive, Nantucket
$3,725,000
4 Beds ⋅ 5 Baths ⋅ 73501657 MLS ⋅ REACTIVATED Status
Move-In Ready & Fully Furnished! Introducing Phase 3, the final release at Sandpiper Place II. This 4BD/4.5BA “Tide” home features high-end finishes throughout, including wide-plank hardwood floors, custom millwork, and a chef’s kitchen with premium appliances, upgraded countertops, and custom cabinetry. The open-concept layout is designed for effortless entertaining. The finished lower level adds exceptional flexibility with a spacious great room, bedroom/bath, & more—ideal for overflow living. Optional enhancements include pool, cabana, garage with 5th BR ADU, with town approval. Located just ~2 miles from Nantucket Town, the 36-home Sandpiper Place II community offers easy access to beaches and exclusive amenities at The Landing clubhouse, including a heated pool, fire pit, outdoor kitchen, putting green, fitness center, and indoor/outdoor gathering spaces.Showings by appointment with 24-hour notice.

18 Honeysuckle Drive, Nantucket

Listing courtesy of Listing Agent: Janice Dumont from Listing Office: JD Advisors, Inc.
11 Hart St, Beverly
$3,700,000
6 Beds ⋅ 7 Baths ⋅ 73590368 MLS ⋅ ACTIVE Status
Privately nestled atop a picturesque rise and approached by a winding drive, this extraordinary shingle-style estate at 11 Hart Street embodies timeless New England elegance and refined coastal living. Set on over three acres of beautifully landscaped grounds in coveted Beverly Farms, this exceptional residence offers remarkable privacy, architectural distinction, and resort-inspired amenities. Spanning approximately 7,000 square feet, the home features six bedrooms and seven bathrooms, with gracious living spaces designed for sophisticated entertaining and everyday comfort. Rich architectural details, multiple fireplace rooms, and an abundance of natural light create an atmosphere of warmth and understated luxury. The main level showcases elegant formal entertaining spaces, an inviting sunroom, distinguished library, and private first-floor guest suite. Upstairs, a luxurious primary suite offers a peaceful retreat, complemented by generously proportioned bedrooms and beautifully appointed baths. The finished lower level elevates the home's entertaining appeal with an expansive family and game room, temperature-controlled wine room, and humidor, ideal for the discerning collector. A recently added attached three-car garage, complete with heating and air conditioning, provides exceptional convenience. Outdoors, the estate transforms into a private sanctuary featuring a stunning Gunite swimming pool and spa, pool house with full bathroom, sweeping level lawns, and mature landscaping that creates a spectacular setting for outdoor entertaining and relaxation. Perfectly positioned near the charming village of Beverly Farms, residents enjoy convenient access to boutique shopping, fine dining, commuter rail service, and nearby West Beach, the area's cherished members-only coastal retreat. Combining the grandeur of a classic New England estate with exceptional recreational amenities and an enviable North Shore location, this remarkable property presents a rare opportunity to experience luxury, privacy, and the quintessential Beverly Farms lifestyle.

11 Hart St, Beverly

Listing courtesy of Listing Agent: Kenneth J. Leva from Listing Office: Gibson Sotheby's International Realty.
292 Clinton Rd, Brookline
$3,700,000
6 Beds ⋅ 5 Baths ⋅ 73561991 MLS ⋅ ACTIVE Status
292 Clinton Road is a timeless Victorian residence, built in 1892 and prominently situated in Brookline’s Fisher Hill neighborhood. Rich in architectural detail, this meticulous home has been thoughtfully updated while preserving elegance and craftsmanship. A welcoming front porch leads to a gracious foyer with soaring ceilings, abundant natural light and original woodwork. Designed for grand entertaining and comfortable everyday living, the first floor features a fireplaced living room, dining room, family room with a bay window, a renovated Chef’s kitchen, pantry, mudroom and half bath. A stunning staircase leads to the second level, with a charming sun-drenched landing and a wall of glass. The primary suite offers a custom walk-in closet, and renovated en-suite bath, accompanied by two additional good-sized bedrooms with en-suite baths and a second-floor laundry room. The third floor offers flexibility with three additional bedrooms, a full bath, and a spacious room ideal for a home office.

292 Clinton Rd, Brookline

Listing courtesy of Listing Agent: Luan White from Listing Office: Coldwell Banker Realty - Brookline.
90 Countryside Ln, Milton
$3,699,999
5 Beds ⋅ 7 Baths ⋅ 73508385 MLS ⋅ ACTIVE Status
This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.

90 Countryside Ln, Milton

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
12 Prides Circle, Andover
$3,699,000
5 Beds ⋅ 7 Baths ⋅ 73578326 MLS ⋅ ACTIVE Status
Commanding in scale yet beautifully composed, this exceptional 9,280-square-foot residence is set within one of Andover’s most prestigious neighborhoods near Phillips Academy. A gracious two-story foyer introduces interiors distinguished by dramatic millwork, generous proportions and abundant natural light. The inviting family room centers on a fireplace flanked by custom built-ins, while the gourmet kitchen is a cook’s and entertainer’s dream with two islands, top-tier appliances and a spacious dining area. A butler’s pantry connects to the generously sized dining room, and a richly appointed home office features handsome custom cabinetry. Privately positioned in its own wing, the first-floor primary suite is a true retreat with soaring ceilings, Palladian windows, a dramatic fireplace, walk-in closet and spa-like bath. Upstairs are four beautifully proportioned ensuite bedrooms. The expansive walkout lower level, with unusually high ceilings, offers an extraordinary collection of amenities, including family and game rooms, home gym, an entertaining area, golf simulator, movie theater and full bath. With 14 rooms, five bedrooms and six-and-one-half baths, this is a home of remarkable presence, comfort and distinction in an exceptional Phillips Academy-area setting.

12 Prides Circle, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.
9 High Ridge Drive, Mattapoisett
$3,699,000
7 Beds ⋅ 10 Baths ⋅ 73528874 MLS ⋅ ACTIVE Status
Set within The Bay Club at Mattapoisett, 9 High Ridge Drive delivers the rare combination of scale, privacy, and true resort-style living. With over 8,000 sq ft of refined space designed for the way people actually live: hosting, gathering, escaping, and giving guests room to stay. The setting feels private and elevated, with a heated gunite pool, outdoor entertaining areas, carriage house flexibility, generous bedrooms, and a floor plan built for both everyday comfort and unforgettable weekends. This is South Coast luxury with a private-club rhythm: golf, dining, fitness, racquets, coastal access, and the ease of a community lifestyle around you. For buyers considering Cape Cod, coastal Massachusetts, or a second-home retreat, 9 High Ridge offers the feeling of a private resort without the friction. A Bay Club estate with presence, lifestyle, and room for the next chapter.

9 High Ridge Drive, Mattapoisett

Listing courtesy of Listing Agent: Property Cousins from Listing Office: Serhant.
32 Pickwick Rd, Newton
$3,695,000
5 Beds ⋅ 4 Baths ⋅ 73593474 MLS ⋅ ACTIVE Status
Set on one of Newton’s most coveted streets, this elegant five-bedroom brick Colonial pairs classic charm with thoughtful updates and abundant natural light. The main level offers a gracious dining room, spacious living room, sunroom, private office, and sunny kitchen. A newly renovated primary suite enjoys views of Brae Burn's golf course, while the recently renovated lower level provides an expansive playroom, additional office, gym, and beautifully appointed laundry room. Extensive updates include systems, electrical, and more. A heated two-car garage and fenced backyard with a patio add everyday convenience and inviting outdoor space to this exceptional West Newton Hill home.

32 Pickwick Rd, Newton

Listing courtesy of Listing Agent: The Drucker Group from Listing Office: Compass.
17 Glenoe Rd, Brookline
$3,695,000
4 Beds ⋅ 5 Baths ⋅ 73573585 MLS ⋅ ACTIVE Status
Welcome to this stunning center-entrance Colonial in Brookline's Chestnut Hill estate area, set on a level half-acre lot. This expansive home features 4+ bedrooms, 4 full and 1 half baths & offers over 4,895 square feet across three finished levels. The foyer opens to a fireplaced living room and a formal dining room that seats 12. The Chef’s kitchen features a Wolf range, Sub-Zero refrigerator, double wall ovens including steam, Cove dishwashers, two sinks, custom cabinetry & granite counters. A library with built-ins cabinetry sits off the dining room & kithcen. The family room, with gas fireplace opens through French doors to a bluestone patio and a broad, fenced, level yard. Upstairs, the primary suite includes a private balcony, Carrara marble bath, dressing area, and two walk-in closets. Three additional bedrooms and two full baths & laundry complete the floor. The lower level consists of a media/playroom, gym, wet bar, beautiful full bath with glass enclosed shower + another set of laundry. Central air & Sonos throughout, EV charging & 2-car garage. Close proximity to the D Line at Chestnut Hill, shops and restaurants at The Street at Chestnut Hill, Soule Playground, and Dane Park.

17 Glenoe Rd, Brookline

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.
176 Coleridge St, Boston
$3,695,000
3 Beds ⋅ 2 Baths ⋅ 73570993 MLS ⋅ ACTIVE Status
Developer Opportunity in Prime East Boston – Rare ½-acre parcel with 200’ of frontage and 100’ depth, zoned EBR-3, allowing up to six units per 55’ of frontage. Perfect for investment, new construction, or a custom project in one of Boston’s most desirable neighborhoods. Conveniently located just moments from the East Boston Yacht Club, Constitution Beach, Porrazzo Skating Rink, and Wood Island Bay Edge Park, this oversized lot blends coastal living with urban convenience. Residents can enjoy nearby tennis courts, a playground, scenic waterfront access, and beautiful harbor views, ideal for an active, outdoor lifestyle. Situated in a rapidly growing area with strong demand, and close to public transportation, Logan Airport, and East Boston’s vibrant dining, shopping, and cultural scene, this property offers immediate value and long-term upside. A unique opportunity to secure a premier development site in a high-demand location with exceptional potential.

176 Coleridge St, Boston

Listing courtesy of Listing Agent: Cutter Luxe Team from Listing Office: Serhant.

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