Massachusetts North Shore Residential Properties For Sale

Set in one of Andover's most exclusive neighborhoods, this newly constructed estate enjoys a premier location beside The Pike School and within the prestigious Phillips Academy area—an address synonymous with distinction, academic excellence, and enduring value. Opportunities to own new construction of this caliber in such a highly regarded setting are exceedingly rare. Designed for modern living and entertaining, the home features six bedrooms, six full baths, and one half bath, offering a blend of comfort, elegance, and functionality. Expansive living spaces, architectural details, and premium finishes create an atmosphere of timeless luxury. A private first-floor guest suite with direct patio access and a mudroom with a dedicated dog wash station add convenience and flexibility. The sought-after location places residents moments from downtown Andover's dining, shopping, and commuter routes while enjoying the character of one of the town's distinguished neighborhoods.

This impressive new construction home ideally located on Sunset Rock Road offers 5 bedrooms, 5 en-suite baths, and 2 half baths. Designed for both luxury and functionality, it features two primary suites, including a private retreat accessed via a sunlit glass-link hallway. Spanning 7,811 sqft, the home showcases a custom kitchen with Wolf and Sub-Zero appliances, Calacatta Monalisa quartz countertops, a walk-in pantry, and seamless flow to the main living areas. Two fireplaces add warmth and architectural appeal, while dual laundry rooms provide convenience. The finished lower level is ideal for entertaining with a theater and wet bar, plus additional unfinished space for a gym or customization. Set on a premier lot, the outdoor space is perfect for relaxation or entertaining. Elevated, private and far from cookie-cutter. This home offers striking curb appeal, with final landscaping set to take it completely over the top.

Built for the buyer who knows the difference & executed with extraordinary precision, this 8,100+ sq. ft. residence at 1 Haywood Farm is one of the most technically sophisticated and elegantly designed homes on Boston's North Shore, custom-built by a highly reputable builder as their own personal residence. Set on 1.19 private acres, the 5 bed, 5.5 bath estate showcases wide-plank hardwood floors, a custom radius staircase alongside a chef's kitchen outfitted with top-of-the-line appliances. The lower level rivals a private club for serious entertaining, featuring a full bar with kegerator, sauna, wine room, game room, & a 120" projection screen. The primary operates on its own standard, with radiant heat beneath the floors & closets featuring inset drawers & furniture-grade millwork. Throughout the home, a Savant automation system orchestrates lighting, audio, video, CCTV, and security, allowing every moment from quiet mornings, to large-scale entertaining, to be tailored w/ a touch.

EXPERIENCE EXQUISITE DETAILS IN THIS CUSTOM-BUILT ESTATE BY OWNER! Grand architecture, masterfully designed craftmanship to meticulous grounds set on 10+ acres of privacy, this 11K sq.ft. of sophisticated living space has 5-bedrms, 5 full & 3 half baths. Step inside the 2-story foyer & appreciate finest finishes & spaciously proportioned rms. Gourmet chef kitchen dazzles w/9' island, custom cabinetry & high-end appliances. Elegant living rm & dining rm w/detailed millwork. Fireplace family rm flows to private outdoor oasis featuring heated pool, cabana, patio & firepit. 2nd level has luxurious primary suite w/vaulted ceilings, spa bath & balcony. Grand family rm w/gas fireplace and 3 add’l bedrms & 2 baths complete level. 2004 addition provides decadent kitchen, living rm, dining area, primary lavish suite ready for multi-generation & guest area. Soaring ceilings, radiant heated floors, tall windows & much more. LL has entertainment area & storage. Luxury, privacy & unmatched living!

Quality craftsmanship and elegant design define this stunning 4-bedroom new construction home on highly sought-after Sunset Rock Road. The designer kitchen impresses with custom cabinetry, a 10-foot island, quartz countertops, top-of-the-line appliances, and a spacious dining area with access to the side porch. The first floor also offers a home office/flex room, a large family room with a gas fireplace, and sliders leading to a screened-in porch - perfect for enjoying fresh air year-round. A mudroom with half bath connects conveniently to the three-car attached garage. A custom staircase leads to the second floor, featuring two primary suites, each with walk-in closets and luxury baths, plus two additional bedrooms, two more full baths and a laundry room. Additional highlights include hardwood flooring throughout, Marvin windows, and a beautifully finished basement level with a half bath, wet bar, and spacious open layout ready for your personal touch!

Set on one of Andover Country Club’s most coveted streets, this exceptional custom residence blends sophisticated design with modern luxury. The expansive main level offers gracious living and dining spaces centered around a striking linear fireplace with natural stone surround. A chef’s kitchen features premium appliances, custom cabinetry, and abundant workspace, complemented by a fully equipped butler’s pantry with a second sink, standalone freezer, and exceptional storage. A second linear fireplace enhances the sun-filled dining area overlooking a spectacular stone patio with grilling station and hot tub retreat. The private primary suite features a spa-inspired bath with soaking tub, oversized shower, and an extraordinary custom closet. All bedrooms provide en-suite access. The finished lower level includes a home gym, playroom, guest bedroom, mudroom, and dedicated laundry room. Conveniently located minutes from downtown Andover, top schools, commuter rail, and Routes 93 and 495.

One-of-a-kind Post & Beam authentic mid-century modern home, designed by mid-century architects Salsberg & Leblanc available for the first time in 65 years, features a gated & walled property with open floor plan, vaulted beamed ceilings, 19 foot stone fireplace, massive windows, all connecting to exceptional outdoor gardens. This single owner restored home is in the midst of Phillips Academy and Pike School. Updates include newly installed HVAC, electric service, stainless appliances, and Maple hardwood & Oak plank flooring. Genuine mahogany built-in’s free up valuable floor space, while floor to ceiling windows bring sunlight from the outdoors in with views of the gardens and in-ground pool. 4 bedrooms / 2.5 baths, lower level second kitchen with walk-out to pool. This treasure sits on .94 acres with superb design features using quality materials not found today. Price includes the contiguous lot -29 Hidden Road (22,220 sf), ideal for an ADU. Add’l features on paperclip.

Extraordinary Opportunity in One of Andover’s Premier Luxury Neighborhoods. Bring your vision to this remarkable estate offering over 20,000 sq ft of living space in the exclusive Regency Ridge community. Priced below assessed value, this property presents a rare opportunity to reimagine & customize your dream home. The grand foyer welcomes you with a dramatic dual-sided staircase and elegant step-down sitting room. The expansive layout includes a four-car garage, three kitchens with top-of-the-line appliances & flexible spaces for both everyday living and entertaining. A standout feature is the athletic wing, complete with an indoor pool, basketball court, & additional kitchen, ideal for recreation or a private wellness retreat. The 2nd floor offers 5 bedrooms with en-suite baths and Juliet balconies, while the lower level includes additional entertaining & living space and a media room. Located just 30 minutes from Boston, yet enjoy all Andover has to offer.

Set in one of Andover’s most desirable locations, this extensively rebuilt and reconfigured contemporary offers exceptional scale, privacy, and flexibility on 1.06 acres abutting 18+ acres of conservation land. Designed for today’s lifestyle, the home features soaring ceilings, oversized windows, generous living and entertaining spaces, and a seamless modern layout throughout. The main level is anchored by a spacious two-tone kitchen with quartz counters, a double-waterfall island, and open flow to dining and living areas. Multiple bedroom suites, tiled baths, flexible bonus rooms, and a private first-floor guest suite provide comfort and versatility. A rare opportunity to enjoy substantial living space, modern design, and a peaceful natural backdrop in one of Andover’s sought-after neighborhoods.

I’ve been carefully crafted w/ love care & dedication. In my heart you can create exquisite meals & decadent desserts from stunning culinary-inspired kitchen. Celebrate sunsets w/ lasting memories from covered terrace. Preparation & clean up simplified thru spacious pantry w/ addtl oversized workstation sink. Gather in the dining rm, absorb incredible four-story cupola view w/ sunburst chandelier. Flow into first of two spacious gathering rms, bringing outside in w/ rustic beams over wide plank floors while you cozy up next to a double-sided fireplace shared by arriving guests at main entry. Laundry a breeze from each primary suite. Relax, refresh, rejuvenate in any of my five ensuites adored w/ timeless finishes & spa like serenity. Life changes, your home shouldn’t have to. I have two-bedroom suites on main level & pre-plumbed lower for addtl bedroom & entertaining. Soaring ceilings at every turn yet able to embrace you w/ a hug each time you arrive. I’m 216 Greenwood. Welcome Home!

Rare opportunity to acquire a custom estate compound on nearly 4 acres comprised of two separate parcels. Built by a Master Electrician and Engineer, this one-of-a-kind "super structure" was engineered well beyond typical residential standards with a focus on quality, durability, and long-term ownership. The dramatic Great Room features soaring ceilings, walls of glass, and a floor-to-ceiling stone fireplace. Extensive electrical infrastructure, quality mechanical systems, premium insulation, underground utilities, oversized garage/workshop, irrigation, and substantial site improvements reflect decades of thoughtful investment. Originally part of the Rocky Woods subdivision plan and abutting Groveland conservation land, the additional parcel enhances privacy and long-term value. Adjacent access to 500 acres of protected forest and conservation land, offering exceptional outdoor and equestrian opportunities. Ideal for buyers who appreciate land, exceptional construction, and vision.

Available for the first time in over 50 years, The Margaret Cummings Estate was once part of the original Coolidge Estate. The property is comprised of 12.53± acres including a proud c. 1909 brick Tudor Revival-style home with classical symmetry and proportions and a handsome detached carriage house. The house was designed by architect Charles Cummings for his sister Margaret and built in a pastoral setting that was further enhanced by landscape architects such as Arthur Schurcliff. The house is beautifully sited well-back from the road and at the crest of the property with long views over the gently sloping lawns, formal gardens, brick terraces, stone walls, fields and woodlands. The impeccably maintained 5,280-square foot residence offers 12 rooms, including 7 bedrooms, 3.5 baths, and 8 fireplaces. The carriage house, formerly used as a barn and garage, is now exclusively used as a garage. It’s hard to believe a special property like this exists just 25 miles from Boston.