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14 Grand Hill Dr, Dover
$2,645,000
5 Beds ⋅ 6 Baths ⋅ 73581203 MLS
An extraordinary statement of luxury, sophistication, and distinctive design, this magnificent 10,000+ SF estate is set on 2.79 private acres in coveted Donnelly Estates. Featuring five generously appointed bedrooms, five full baths, and one half bath, the residence offers an exceptional blend of grand-scale entertaining and refined everyday living.Bold color, exquisite one-of-a-kind fixtures, custom details, and dramatic architectural elements create interiors that are sophisticated, expressive, and entirely unique. Expansive gathering spaces flow seamlessly into intimate retreats, offering remarkable flexibility for everything from unforgettable celebrations to quiet moments at home.Surrounded by privacy and natural beauty, the expansive grounds provide an exceptional setting for outdoor entertaining and relaxation. With extraordinary scale, craftsmanship, personality, and architectural character at every turn, this remarkable Dover estate offers a truly unforgettable living experience.

14 Grand Hill Dr, Dover

Listing courtesy of Listing Agent: John Hughes from Listing Office: Dover Country Properties Inc..
68 Barnard Avenue, Watertown
$2,645,000
5 Beds ⋅ 5 Baths ⋅ 73547203 MLS
Fully renovated and thoughtfully restored, this exceptional five-bedroom, four-and-a-half-bath home offers rare multigenerational living in one of Watertown’s most desirable neighborhoods. High ceilings, beautiful architectural details, and abundant natural light complement an open, inviting layout designed for modern living. The beautifully appointed kitchen features a separate pantry and flows into generous living and dining spaces. The serene primary suite includes an enclosed sunlit balcony, while a private lower-level in-law suite with separate entrance and versatile third-floor guest or teen suite provide outstanding flexibility for extended family, guests, or work-from-home living. Outside, enjoy a spacious yard with professionally designed hardscape, landscaping, and curated plantings. Just moments from Arsenal Yards, the Charles River Greenway, dining, shopping, fitness, and entertainment, with convenient access to Boston and major commuter routes. One year builders warranty included.

68 Barnard Avenue, Watertown

Listing courtesy of Listing Agent: Aphrodite Karpouzis from Listing Office: Gibson Sotheby's International Realty.
18A South Shaker Road, Harvard
$2,645,000
4 Beds ⋅ 5 Baths ⋅ 73448501 MLS
Experience luxurious resort-style living on 8.72 acres of landscaped privacy. Presented with a fresh price, this custom estate blends timeless craftsmanship with effortless luxury in a location known for its exceptional educational opportunities. Harvard is home to The Bromfield School, which is currently ranked 4th in Massachusetts and 161st nationally by U.S. News & World Report, and was recently named a 2026 'School of Recognition' for its outstanding academic growth. Inside the home, the chef’s kitchen shines with Wolf and Sub-Zero appliances, a full bar, and thoughtful upgrades throughout. The first-floor primary suite offers calm and comfort with spacious closets and a private office, while three en-suite bedrooms upstairs provide generous space for everyone. Premium upgrades include Andersen windows, Hardie/Azek siding, a Buderus boiler, 5-zone HVAC, a water purification system, and rich hickory floors.The amenities here are truly next-level. Enjoy two cozy fireplaces or head to the 6-car heated garage. For the enthusiast, an elite golf simulator offers 90+ courses and multi-sport games, while the movie screen, surround sound, and Bose system create a professional-grade entertainment experience. The outdoor space is a private oasis designed for year-round enjoyment. Unwind by the saltwater pool, gather in the pavilion featuring an outdoor kitchen and firepit or delight in expansive yard for playing games and relaxing . Located just minutes from Harvard center, this property is a rare sanctuary that is as refined as it is fun!

18A South Shaker Road, Harvard

Listing courtesy of Listing Agent: Jennifer Gavin from Listing Office: Coldwell Banker Realty - Concord.
1152 Central Avenue, Needham
$2,600,000
6 Beds ⋅ 6 Baths ⋅ 73590647 MLS
Welcome to 1152 Central Avenue, a stunning new construction home built by one of Needham's most reputable builders. Spanning four full levels of thoughtfully designed living space, this home offers exceptional craftsmanship, attention to detail, and versatility throughout. The main level welcomes you with a beautiful open-concept kitchen and living area, where quality finishes and meticulous craftsmanship are immediately apparent. A formal dining room, private office, full bathroom, and mudroom with direct garage access complete the first floor. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite featuring soaring ceilings, a spa-like bathroom with an arched shower and soaking tub, and separate his-and-hers closets. The finished third floor offers an additional bedroom and full bathroom, providing the perfect space for guests, a second home office, or a private retreat. The fully finished lower level is equally impressive, offering endless possibilities for a home gym, media room, or entertainment space, along with an additional bedroom and full bathroom. With four finished levels, exceptional craftsmanship, and a thoughtfully designed floor plan, 1152 Central Avenue offers the perfect combination of luxury, comfort, and functionality.

1152 Central Avenue, Needham

Listing courtesy of Listing Agent: Stephen Rothstein from Listing Office: William Raveis R.E. & Home Services.
160 Ayer Road Unit 1, Littleton
$2,600,000
1 Baths ⋅ 73588509 MLS

160 Ayer Road Unit 1, Littleton

Listing courtesy of Listing Agent: Eric A. O'Brien from Listing Office: O'Brien Commercial Properties, Inc..
27 Evangeline Rd, Falmouth
$2,600,000
3 Beds ⋅ 4 Baths ⋅ 73567296 MLS
Set on a private, nearly an acre lot in Falmouth's coveted Sippewissett — moments from the picturesque shores of Quissett Harbor — this newly built shingle-style residence is a study in coastal refinement, with deeded rights to Racing Beach. Completed in 2023, the home unfolds beneath soaring cathedral ceilings clad in whitewashed cedar, where wide-plank white oak floors and bespoke lighting set a tone of relaxed luxury. At its heart, a custom kitchen of deep navy cabinetry, honed stone, and a live-edge island bar top handcrafted by Amish artisans — complemented by a matching mantel by the same artisans — anchored by a statement gas range. The serene primary suite offers dual walk-in closets and a spa-inspired bath finished in quartz and glass. Below, a fully finished lower level extends the living space with two grand recreation rooms and a full bath. Outdoors, a sweeping deck and covered porch overlook professionally curated grounds. An attached garage and whole-house generator complete this turnkey offering — a rare new build in one of the Cape's most cherished seaside settings. Some furniture included in the sale.

27 Evangeline Rd, Falmouth

Listing courtesy of Listing Agent: Diana Lucivero from Listing Office: Compass.
38 Buttonwood Lane, Ipswich
$2,600,000
3 Beds ⋅ 4 Baths ⋅ 73521158 MLS
Discover the Remarkable Community of Turner Hill. Experience the perfect blend of elegance and comfort in this stunning open-concept home, designed to impress. Vaulted ceilings create a bright, airy atmosphere, while hardwood floors add warmth and sophistication throughout. The thoughtfully designed layout features a first-floor primary suite, offering convenience and luxury, along with expansive windows that showcase breathtaking golf course views. Nestled in a sought-after community renowned for its exceptional amenities, this home is ideal for both entertaining and tranquil living. Buyers have the opportunity to customize finishes before construction begins. Don’t miss the chance to make this golf course gem your own! Breaking ground with a signed P&S. Don't miss your opportunity to build the perfect dream home at Turner Hill Country Club!

38 Buttonwood Lane, Ipswich

Listing courtesy of Listing Agent: Candice Fontas from Listing Office: Engel & Volkers By the Sea.
Lot 4 Weeping Willow Drive, Andover
$2,599,900
5 Beds ⋅ 5 Baths ⋅ 73550316 MLS
ESTIMATED Completion Date 12/31/26. Gracefully set in desirable Andover, Lot 4 at Weeping Willow Estates blends timeless charm with modern comfort, thoughtfully crafted by Seaver Const. The thoughtfully designed floor plan offers sun-filled living spaces, including a welcoming living room, spacious family room with fireplace, elegant dining area, first-floor bedroom/office, and a designer kitchen with premium appliances, custom cabinetry, and generous gathering space ideal for entertaining. Upstairs, four well-sized bedrooms include a luxurious primary suite with spa-style bath, while convenient second-floor laundry enhances daily living. A partially finished lower level with a 3/4 bath offers flexible recreation space, and the three-car garage adds abundant storage. Quality finishes, energy-efficient systems, landscaped grounds, and inviting outdoor areas complete this exceptional home, offering comfort and everyday ease in one of Andover’s most sought-after new communities.

Lot 4 Weeping Willow Drive, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.
Lot 3 Weeping Willow Drive, Andover
$2,599,900
5 Beds ⋅ 6 Baths ⋅ 73550274 MLS
ESTIMATED Completion Date is 10/28/26. Gracefully set in desirable Andover, Lot 3 at Weeping Willow Estates blends timeless charm with modern comfort, thoughtfully crafted by Seaver Const. A welcoming farmer's porch opens to bright living spaces, including a spacious family room with fireplace, elegant dining area, 1st floor bedroom, and a designer kitchen with premium appliances, custom cabinetry, and gathering space for entertaining. Upstairs, 4 well-sized bedrooms include a luxurious primary suite with spa-style bath and 2 walk-in closets, while convenient 2nd floor laundry enhances daily living. A partially finished LL offers flexible recreation space, and the 3 car garage adds storage. Quality finishes, energy-efficient systems, landscaped grounds, and inviting outdoor areas complete this exceptional home, offering comfort& ease in a setting perfect for relaxing, entertaining, & creating lasting memories in one of Andover's most sought-after new communities.

Lot 3 Weeping Willow Drive, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.
27 Ash St, Hopkinton
$2,599,900
5 Beds ⋅ 5 Baths ⋅ 73542699 MLS
Master craftsman Brian Gassett has done what few people could do. While maintaining the original historic 1790 colonial home, he has brought it up to the highest 2026 standards while being faithfull to the architectural style of the home. Filled with daylight this 4422 sq ft home has first and second floor primary BR’s. 5 BR total each with walk in closet and 4 full baths. A gorgeous kitchen suitable for entertaining and some serious cooking. FR open to patio and 3 season sun room, DR, pantry, and much more. A stone’s throw from the historic town common this lot is level and totally useable. Ample 3 car garage. Accompanied showings only. Some exterior photos of the lawn have been digitally enhanced. For more photos please go to https://drive.google.com/drive/folders/1bmm7xamJG-ronPTWwdy2KmVd33hTld_T?usp=drive_link

27 Ash St, Hopkinton

Listing courtesy of Listing Agent: My House Partners Team from Listing Office: REMAX Executive Realty.
18 Avon Cir, Needham
$2,599,000
5 Beds ⋅ 5 Baths ⋅ 73593748 MLS
A rare find, NEW CONSTRUCTION located in a family friendly neighborhood on a quiet, horseshoe side street. This home delivers both elegance and everyday functionality. Designed with architectural detail and high-end finishes by a reputable Needham builder. The main level features a versatile floor plan ideal for modern living and entertaining. The custom gourmet kitchen includes Thermador appliances, expansive center island, massive walk-in pantry and a stunning double sided butler's pantry complete with prep sink and beverage refrigerator. Oversized family room overlooks a spacious backyard; dining room, full bath, large mudroom and private bedroom or office complete first level. Upstairs features a luxurious primary suite with spa-like bath and walk in closet, three spacious bedrooms, two full baths and a grand laundry room. Finished lower level offers high ceilings, abundant natural light, a large kitchenette area with custom cabinetry and refrigerator, spacious full bath, and additional rooms perfect for family room, gym, or media room. Oversized two car garage includes EV car charger. Conveniently located only minutes to Needham center and Hersey commuter rail. Move in ready!

18 Avon Cir, Needham

Listing courtesy of Listing Agent: Anita Bertone from Listing Office: Bertone Realty, Inc..
311 Dedham Avenue, Needham
$2,599,000
6 Beds ⋅ 8 Baths ⋅ 73587643 MLS
Exceptional value in Needham! This custom-built home offers over 6,700 SF across four finished levels, with 6 bedrooms, 7 full baths, 1 half bath and exquisite craftsmanship. The main level features 9-foot ceilings, an open layout and a bedroom with en-suite bath, ideal as a private office. The chef’s kitchen boasts Thermador appliances, gas cooking, an expansive island, custom cabinetry and a butler’s pantry with wine refrigerator. An oversized family room and spacious deck make entertaining effortless. Upstairs are four en-suite bedrooms, including a luxurious primary suite, plus laundry. The finished third floor offers versatile bonus space. The bright lower level includes a wet bar, gym/flex space, bedroom, full bath and access to the patio and yard. An oversized two-car garage includes two EV chargers. Across from DeFazio Field and minutes to Needham Center, commuter rail, schools, shops, dining and major routes.

311 Dedham Avenue, Needham

Listing courtesy of Listing Agent: The Samantha Eisenberg Group from Listing Office: Compass.
420 Lowell Ave Unit 1, Newton
$2,599,000
5 Beds ⋅ 5 Baths ⋅ 73581952 MLS
PRIVATE ELEVATOR - Exciting opportunity to purchase one of two luxury new-construction townhomes while there is still time to make it your own. Currently under construction with anticipated completion in late spring/early summer 2027, these thoughtfully designed homes offer four finished levels of living space with a private elevator creating easy access to upper and lower floors. Early buyers may have the opportunity to select certain finishes, make upgrades and incorporate minor modifications while construction permits. The main level features an open-concept kitchen, dining and living area designed for both everyday living and entertaining. The kitchen will be appointed with premium SKS stainless steel appliances, while engineered flooring extends throughout the first, second and third floors. A first-floor bedroom suite with private bath, glass-enclosed shower and heated floor provides a wonderful option for guests, extended family or convenient first-floor living. Upstairs are three additional bedrooms, including a spacious primary suite with private bath with heated floors. Two additional bedrooms share a full bathroom, and a conveniently located laundry closet accommodates a full-size washer and dryer. The fully finished third floor offers flexible bonus space ideal for a home office, gym, media room or additional family room. The finished lower level adds even more versatility with another bedroom, full bath and game room, creating an excellent private space for guests or extended family. Each residence includes a private one-car garage, backyard and patio. Buyers who make an early decision will have the greatest opportunity to personalize select finishes and consider available upgrades before construction progresses further. A completed model from another project by the same development team is available to preview the quality and style of the planned finishes. A rare chance to purchase new construction early enough to add your own personal touches before completion.

420 Lowell Ave Unit 1, Newton

Listing courtesy of Listing Agent: Ward Shifman from Listing Office: Coldwell Banker Realty - Newton.
24 Davis Rd, Carlisle
$2,599,000
5 Beds ⋅ 6 Baths ⋅ 73581863 MLS
Substantial brick construction, impressive scale, and a wonderfully flexible floor plan distinguish this Carlisle Colonial, privately set on 2.08 acres near conservation land. Quality 2x6 construction, nine-foot ceilings on the main level, hardwood floors, custom built-ins, front and rear staircases, and four gas fireplaces reflect the craftsmanship throughout. At the heart of the home, a dramatic two-story family room features a soaring stone fireplace and an expansive wall of windows and French doors that fill the room with natural light and open to the mahogany deck. The spacious kitchen offers abundant cabinetry, a large center island, and butler’s pantry, complemented by formal living and dining rooms and a sunroom with slate flooring. A game/media room with wet bar, cherry cabinetry, granite counters, sink, and refrigerator provides another terrific gathering space. Five bedrooms, each with an en-suite bath, include a spacious fireplaced primary suite. A private first-floor guest suite with adjoining office and separate entrance offers exceptional flexibility for guests, extended family, or work-from-home needs. For the wine enthusiast, a dedicated wine cellar is located in the lower level. Outdoors, the mahogany deck and bluestone patios overlook the private grounds and koi pond. A four-car garage completes this distinctive property, convenient to Concord Center and Bedford with easy access to major commuting routes.

24 Davis Rd, Carlisle

Listing courtesy of Listing Agent: Peggy Dowcett from Listing Office: Coldwell Banker Realty - Concord.
956 Walnut Street Unit 2, Newton
$2,599,000
4 Beds ⋅ 4 Baths ⋅ 73536936 MLS
Welcome to The Residences at Four Corners, a collection of seven spacious townhomes in the Four Corners neighborhood of Newton Highlands. Crystal Lake, Whole Foods, village shops, Cold Spring Park, and Newton Centre are all nearby, and both the Newton Centre and Newton Highlands Green Line stops are an easy walk. Each home sits above a private heated parking level with direct access to an individual two car garage, also heated. Floor plans feature an open first floor and a first-floor bedroom suite, with four-to-five-bedroom layouts and three and a half or more baths. Kitchens are finished with custom cabinets, Thermador appliances and quartz counters. Two homes include private elevators with direct service from the lower level to the second-floor primary suite. Best of all these homes have gas heat, hot water, cooking and outdoor BBQ hook-ups and every residence offers a fenced private yard with a patio. Ask agent about "Exclusive Use area" in front of unit 6 garage door.

956 Walnut Street Unit 2, Newton

Listing courtesy of Listing Agent: Ward Shifman from Listing Office: Coldwell Banker Realty - Newton.
35 Allen Place, Scituate
$2,599,000
4 Beds ⋅ 4 Baths ⋅ 73531074 MLS
Desirable lifestyle location being so close to the harbor, marina and beaches, ZBA Approved and ready to go! Quality custom designed home features a 2 story great room, enormous kitchen/dining area, pantry, home office, generous mud area. High ceilings throughout, private primary suit across a catwalk to the additional bedrooms. 2 car garage and a huge full unfinished basement. This lot is NOT in the flood plain and free from conservation and stormwater jurisdiction! The plan and footprint approved was intentionally oversized to be able to have the ability to alter the plans for a custom design if desired- there are ENDLESS opportunities to design larger or smaller on this lot. Not a lot of opportunities come along in this area! Full service builder from start to finish with an established team.

35 Allen Place, Scituate

Listing courtesy of Listing Agent: Kerri Johnson from Listing Office: New Home Network.
498 Washington St, Gloucester
$2,599,000
4 Beds ⋅ 5 Baths ⋅ 73510015 MLS
Exceptional waterfront living on the Mill River, this 2021-built contemporary home offers beautiful unobstructed riverfront views with glimpses extending toward Wingaersheek Beach and Ipswich Bay. Thoughtfully designed with 4 bedrooms and 4.5 baths, the home features an expansive open-concept layout centered around a dramatic great room that flows seamlessly onto a spacious deck, perfect for enjoying the ever-changing waterfront scenery. A chef’s kitchen with walk-in pantry anchors the main living space, complemented by high-end finishes and effortless indoor-outdoor living ideal for entertaining. Step outside to your private dock - an exceptional bonus - offering direct access to the Mill River for boating, kayaking, or paddleboarding right from your backyard. Additional highlights include a dedicated home office, oversized 2-car garage, and energy-efficient systems for modern comfort. A rare opportunity to own a nearly new waterfront home in a prime Gloucester location.

498 Washington St, Gloucester

Listing courtesy of Listing Agent: Atlee Alman from Listing Office: Vadala Real Estate.
19 Deering, Lexington
$2,599,000
6 Beds ⋅ 6 Baths ⋅ 73459406 MLS
Located in the most sought after Hastings Elementary School district. This single-family residence offers a harmonious blend of sophisticated design & comfortable living. This property presents a modern and welcoming atmosphere. The heart of this residence is undoubtedly its expansive living area, offering 4440 SF of space. The ample living space provides a canvas for creating distinct zones for relaxation, entertainment, & everyday living. Imagine the possibilities of designing this space to perfectly reflect your personal style & needs. With six bedrooms (including one on the first floor), this home provides flexible options for accommodating loved ones, creating home offices, or pursuing hobbies. Each bedroom offers a private retreat, designed to provide comfort and tranquility. Five full bathrooms & one 1/2 bathroom ensure convenience & privacy for everyone. The property has a two-car garage, with an EV outlet, a slider off of the family room to a patio and more. Short walk to Lexington High School and the amazing Lincoln Recreational fields as well as Lexington High School.

19 Deering, Lexington

Listing courtesy of Listing Agent: Robert Cohen from Listing Office: Coldwell Banker Realty - Lexington.
26 Mordecai Lincoln Road, Scituate
$2,599,000
3 Beds ⋅ 3 Baths ⋅ 73380989 MLS
Nestled in the heart of North Scituate, offering a perfect family retreat creating lasting memories for generations to come. These extraordinary 10.83 acres riverfront estate offers a rare combination privacy, nature's beauty, and convenience. Set along the picturesque Gulph River, this one -of-kind property is just minutes from the commuter rail, village shops, beaches and local amenities. This home features a stunning four-season family room with breathtaking water views, a luxurious primary suite, and an inviting inground pool perfect for summer entertaining. A two-car attached garage includes a heated and air-conditioned bonus space, ideal for a home office, studio, gym, or workshop. Adding to the property's exceptional versatility is a detached heated 24' X 32' barn, endless possibilities for hobbyists, collectors, or additional storage. Unparalleled privacy, expansive acreage, and scenic waterfront views, this is a once-in-a-lifetime opportunity to renovate or expand.

26 Mordecai Lincoln Road, Scituate

Listing courtesy of Listing Agent: Penny Locke from Listing Office: Coldwell Banker Realty - Scituate.
17 Frost St Unit 17, Cambridge
$2,595,000
5 Beds ⋅ 4 Baths ⋅ 73581689 MLS
In Cambridge’s sought-after Agassiz neighborhood, with Harvard and Porter Squares close at hand, 17 Frost Street is a modern, turnkey property that sits back from the street, offering 2,669 square feet of private, light-filled space surrounded by trees and plantings. With walls of windows, high ceilings, multiple fireplaces, built-ins, and direct access via a private garage, this thoughtfully laid out 5-bedroom, 3.5 bath home provides three floors of flexible space to gather, work, retreat and entertain. The eat-in kitchen is a chef’s paradise, with stainless steel appliances and an island with waterfall countertops. Throughout the first floor, multiple glass doors open to the home’s private deck and garden, creating a seamless indoor/outdoor flow. The generous second floor primary suite offers extensive storage space, a newly updated bathroom, fireplace and private deck. Two additional bedrooms and a full bathroom complete this floor. On the third floor, two bedrooms, a full bath and a bright sitting room create additional spaces for guests, relaxing, or working from home. Part of an intimate five-unit association yet entirely detached, 17 Frost combines the space, privacy and outdoor living of a house with the ease of condominium ownership.

17 Frost St Unit 17, Cambridge

Listing courtesy of Listing Agent: Max Dublin Team from Listing Office: Gibson Sotheby's International Realty.
284 Woodland Road, Brookline
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 73573502 MLS
ABSOLUTELY INCREDIBLE OPPORTUNITY AT THIS PRICE!!!!!! A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

284 Woodland Road, Brookline

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.
11 Marbleridge Rd, North Andover
$2,595,000
6 Beds ⋅ 6 Baths ⋅ 73560752 MLS
One of America's oldest properties, Marble Ridge is an extraordinary 2.34-acre estate along one of North Andover's most desirable country roads. Rich in history and New England character, this distinctive property offers gracious living and the flexibility of a private family compound. At its heart is a substantial, custom-designed six-bedroom residence with generous living spaces and modern comforts, complemented by three beautifully restored historic guesthouses ideal for extended family, guests, home offices or creative pursuits. Picturesque grounds feature a swimming pool, outdoor hot tubs, expansive lawns, mature trees, traditional stone walls, and historic barns and outbuildings. An exceptional setting for entertaining, everyday living and multigenerational gatherings, Marble Ridge offers a rare opportunity to own a truly unique North Shore estate. An additional 2.66-acre buildable parcel is available separately, offering further possibilities subject to applicable approvals.

11 Marbleridge Rd, North Andover

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.
59 Tuckernuck Ave, Oak Bluffs
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 73553801 MLS
Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting open layout featuring crisp white paneled walls, exposed painted ceiling beams, and warm hardwood floors that create an airy, light-filled atmosphere. Designed for relaxed coastal living, this partially insulated retreat offers effortless indoor-outdoor flow and functional updates throughout. Enjoy an unbeatable location directly across the street from the neighborhood playgroud and just a short, scenic walk to pristine beaches, local dining, and the ferry terminal. Whether you are seeking a summer sanctuary or an investment property, this home delivers classic island living at its best! Showings on Saturdays 1-3pm only beginning August 1.

59 Tuckernuck Ave, Oak Bluffs

Listing courtesy of Listing Agent: Jennifer DaSilva from Listing Office: Compass.
26 Carol Road, Needham
$2,595,000
5 Beds ⋅ 7 Baths ⋅ 73551387 MLS
Exceptional new construction in one of Needham's sought-after neighborhoods! A welcoming covered front porch leads into a thoughtfully designed home featuring a Dining area with wet bar, private home office/sitting area, first-floor guest bedroom and full bath. The chef's kitchen offers a center island, walk-in pantry, and opens to a spacious living room w/ fireplace & access to the private deck & backyard. A mudroom provides direct entry from the attached two-car garage. The second level features a luxurious primary suite with a spa-like bath & oversized walk-in closet, three additional en-suite bedrooms, and a laundry room. The finished third floor offers a spacious bonus room, office & half bath, while the walk-out lower level includes a family room, media room & full bath. Designed for today's lifestyle with exceptional craftsmanship, flexible living spaces, timeless style, abundant natural light, quality finishes throughout, & an ideal layout for everyday living and entertaining

26 Carol Road, Needham

Listing courtesy of Listing Agent: The Varano Realty Group from Listing Office: Keller Williams Realty.
44 Tiffany Dr, Oak Bluffs
$2,595,000
4 Beds ⋅ 5 Baths ⋅ 73527128 MLS
Tucked away in a serene setting and set on a private 1.38-acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq ft. of living space with pleanty of room for a backyard pool. The property has been thoughtfully renovated with two new kitchens, 4.5 new bathrooms, 4-bedrooms (two ensuite), and all new appliances and windows. Its floor plan is great for entertaining and flows family and guests from an oversized living room with fireplace into the dining room, gourmet kitchen and an inviting family room with cathedral ceiling and propane stove. First floor includes an ensuite bedroom and large screened in porch. The 1-bedroom apartment above the 2-car garage includes living/dining/kitchen area, washer/dryer, and heat/AC. The property includes a full basement, spacious rear patio and deck, outdoor shower and is large enough for an in-ground pool. Assessed value does not reflect extensive 2026 renovations. Furnishings in the photos have been virtually staged.

44 Tiffany Dr, Oak Bluffs

Listing courtesy of Listing Agent: Perry Patterson from Listing Office: MV Luxury Homes LLC.
187 Lagoon Pond Road, Tisbury
$2,595,000
5 Beds ⋅ 2 Baths ⋅ 73441105 MLS
For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal.Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly updated septic system meeting current standards. Thoughtfully restored for year-round living, the home provides comfort, character, and sustainability. Just minutes from Vineyard Haven’s harbor, shops, and ferry, this rare offering combines privacy with exceptional convenience.Whether enjoyed as-is or further restored as a preservation project, the Ben Luce Homestead is ready for its next chapter — as a year-round residence, summer retreat, or historic Island treasure.The barn offers the perfect foundation for adding an ADU or additional living space, enhancing both functionality and value.

187 Lagoon Pond Road, Tisbury

Listing courtesy of Listing Agent: Erin Leighton from Listing Office: Compass.
875 Acton Street, Carlisle
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 73396931 MLS
Only a few lots left! New construction on this 8+ acre parcel of land. Gorgeous development with over 140 acres of land and 15 homes giving each home great privacy yet part of the incredible Carlisle community. Large open floor plan. Kitchen with oversized island and huge walk-in pantry that functions as a 2nd kitchen. Huge family room with fireplace. Great functional mudroom with closets and cubbies. First floor has options of library or first floor bedroom (5th) plus a sunroom. Large main suite with sitting room, incredible walk-in closet and spa-like bath. 3 additional bedrooms all with their own baths and large closets. Lower level has the potential of an additional 1500 sq ft of finished space with playroom, gym, theatre or another bedroom.

875 Acton Street, Carlisle

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
7 Schoolmaster Lane, Dedham
$2,590,000
5 Beds ⋅ 7 Baths ⋅ 73569193 MLS
Welcome to 7 Schoolmaster Lane, a distinguished residence offering luxury, privacy, and refined living in one of Dedham's most desirable neighborhoods. From the moment you enter, you're greeted by soaring ceilings, sun-filled interiors, and a thoughtful layout designed for both everyday comfort and elevated entertaining. The main living spaces flow seamlessly into a chef's kitchen featuring premium appliances, generous prep space, and an open design ideal for gatherings. The upper level offers spacious bedrooms, including a serene primary suite with spa-like finishes and ample closet space. Multiple living areas throughout the home provide flexibility for work, relaxation, and hosting. A multi-zone heating and cooling system ensures year-round comfort across all levels, complemented by a spacious garage and ample driveway parking. Over time, the home has quietly hosted notable professional athletes and high-profile guests, reflecting its exclusivity and privacy. Property will be delivered with passing Title V Certificate.

7 Schoolmaster Lane, Dedham

Listing courtesy of Listing Agent: Smith & Oak Greater Boston Group from Listing Office: Smith and Oak Real Estate Co..
15 Twenty First St N, Edgartown
$2,590,000
4 Beds ⋅ 8 Baths ⋅ 73523165 MLS
Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island’s best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken living room, and three bedrooms, plus a finished lower level for added living space. Outdoor highlights include a deck, heated pool, patio, pool house, and outdoor shower.The guest house was built in 2011 and provides additional living space, multiple baths, a garage, and its own private setting. Near conservation land and water access, and just 1.5 miles to town, this property offers strong rental potential and exceptional versatility.

15 Twenty First St N, Edgartown

Listing courtesy of Listing Agent: Jen O'Hanlon from Listing Office: Compass.
28 Wiley Street, Wakefield
$2,575,000
5 Beds ⋅ 4 Baths ⋅ 73595527 MLS
Nestled by Break heart Reservation and surrounded by conservation restricted land. Custom built in 2012, this +/- 6,765-square-foot single-family residence represents a masterful achievement in luxury design. Every detail of this home reflects a commitment to quality and architectural precision, offering a living environment that is as functional as it is visually striking. The kitchen serves as the heart of the home, featuring an open-plan layout that flows seamlessly into the living room. Designed for the culinary enthusiast, it is equipped with high-end appliances, a professional-grade refrigerator, and a custom range hood. The space is anchored by a large stone-topped island and includes a double oven, ensuring every gathering is effortless. The living room is defined by an impressive sense of scale, centered around a fireplace. This expansive room invites comfort and conversation, with a design that creates a light-filled atmosphere perfect for quiet evenings or hosting guests. The over-sized primary bedroom provides a serene retreat, accented with vaulted cathedral ceiling and rich wood flooring. The accompanying bathrooms maintain this high standard of luxury, offering double vanities and spacious walk-in showers that provide a clean, modern aesthetic. Beyond the interior, the home extends to a thoughtfully curated outdoor living space. You can host al fresco meals in the outdoor dining area or enjoy the evening by the fire pit on the patio. The property also features a three-car built-in garage, a distinctive gambrel roof, and an indoor wet bar that serves as a sophisticated addition for entertaining on the 20,822-square-foot lot. This residence offers a sophisticated lifestyle for those seeking an exceptional balance of luxury, comfort, and versatile space.

28 Wiley Street, Wakefield

Listing courtesy of Listing Agent: Herrick Lutts Realty Partners from Listing Office: Herrick Lutts Realty Partners.

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