10 Elegant Massachusetts Properties on the Market

Elegance finds its true expression in Massachusetts with these 10 properties currently available for sale. Each home is a reflection of the state’s rich history and contemporary allure, offering an exclusive lifestyle where every detail is a testament to refined living.

2 Deer Track Rd | $1,299,900

2 Deer Track Rd, Auburn, MA
Listing agent: Stephanie Baker

Proudly presenting 2 Deer Track Pd. This gorgeous home located on a corner lot with impeccably manicured landscaping is a must see. It has plenty of space with room 4 bedrooms and 3 full baths. The attention to detail is evident from the french doors and crown molding throughout this home.


Size: 1.66 acres


Price: $1,299,900


Listing details: The kitchen is equipped with a double oven, granite counter tops and a pantry closet. Living room with fireplace, over sized slider opens to the backyard oasis and wrap around deck with attached gazebo. The master suite has plenty of closet space and the bathroom is complete with a double sink, soaking tub and stand up shower.


Contact: Stephanie Baker, +1 401-368-7833

2 Fruit St | $1,375,000

2 Fruit St, Newburyport, MA
Listing agent: Jennifer W. Germain & Carissa Germain

Become a part of the storied history of this c.1805 home built by Joseph Noyes the 4th.The elegance of this Federal home with its soaring 10’plus ceilings, 5 fireplaces and newer kitchen are not to be missed. The 3rd floor has high ceilings, rare in Newburyport Federal homes. The wainscotting and ornate moldings are thought to be of McIntyre style.


Size: 2,640 sf


Price: $1,375,000


Listing details: Entertaining in this beautiful historic house would impress even the most decerning guest. Be it listening to music in the elegant living room, dining by the fire in the superior dining room or a casual tete a tete in the very private gardens and patio off the kitchen; ensures an exemplarily experience will be had.


Contact: Jennifer W. Germain & Carissa Germain, Stone Ridge Properties, +1 978-360-2526, 978.270.8994

45 Regatta Rd | $2,289,900

45 Regatta Rd, Weymouth, MA
Listing agent: Patsy Whitney

Revel in direct access to the shore, basking in mesmerizing views that evolve daily. The main level houses a lavish bedroom suite with an adjoining office/sitting area, while the lower level boasts 2 more en suite bedrooms and an inviting entertainment room. Relish the play of light through ample windows and the delight of open patios and decks.


Size: 2,441 sf


Price: $2,289,900


Listing details: The home’s design embraces the captivating beauty of boats on Hingham Bay, the stately passage of cruise ships to Boston Harbor, the iconic Boston Skyline, fiery sunsets, and the vibrant Fenway Park lights. With an enduring family legacy since 1952, the residence underwent a visionary expansion in 2017.


Contact: Patsy Whitney, William Raveis, +1 781.817.0018

Elegant Multi Family Home | $1,600,000

26-28 Normandy Rd, Newton, MA
Listing agent: Laura Schindler

Nestled in the charming Auburndale Village of Newton, this elegant 2-family home offers a wealth of living space across three well-appointed levels. Steeped in history and lovingly cared for by a single family for over half a century, this residence presents a unique opportunity for both investors and owner-occupied buyers.


Size: 3,673 sf


Price: $1,600,000


Listing details: With a total of 13 spacious rooms, 7 bedrooms, and 3 baths, this home exudes character and functionality. As you step inside, you’ll be captivated by the fine architectural details, intricate molding, and the classic charm that graces each corner. High ceilings and gleaming hardwood floors further enhance the overall appeal, creating an inviting ambiance that welcomes you in.


Contact: Laura Schindler, Berkshire Hathaway Home Services, +1 617-921-2920

186 Meadowbrook Rd | $8,250,000

186 Meadowbrook Rd, Weston, MA
Listing agent: Andrew Abu

Young Manor-style Home in meticulous condition in a superb location and a bonus of having Weston Golf Club just beyond your backyard*Gentle knoll setting offering privacy and miraculous views from almost every room*Shingle & stone exterior with bell-curved roof lines & copper capped window-packed entry stairwell exude an understated elegance and create a welcoming feel


Size: 9,212 sf


Price: $8,250,000


Listing details: Refreshed interior with high ceilings, custom finish work, gorgeous archways and moldings, quarter-sawn hardwood floors and exquisite marble*Astounding use of glass with tall windows, thoughtfully placed clerestory windows and glass-ceiling eating area…all to bring a plethora of natural light to each room


Contact: Andrew Abu, Andrew Abu Realtors, +1 508.561.8004

Welcome To “wildflowers” | $3,895,000

301 West Main Road, Little Compton, RI
Listing agent: Christopher Davis

Welcome to “Wildflowers,” a stunning coastal compound located in the picturesque village of Little Compton, New England. Situated at the mouth of the Sakonnet River & just a short distance from the ocean, this property offers a truly idyllic setting to celebrate every season. The 5.9-acre grounds are adorned with mature trees, rustic stone walls, & beautiful flower gardens, all overlooking the serene Sakonnet River.


Size: 9,045 sf


Price: $3,895,000


Listing details: The main house, designed in a classic shingle- style architecture, boasts a grand foyer that leads to a warm & inviting living room, a cozy wood-paneled library, an elegant dining room, & country kitchen with water views. Throughout the home, you’ll find exquisite architectural details such as curved walls, hand-turned balusters, multiple fireplaces, & French doors.


Contact: Christopher Davis, Hogan Associates, +1 401.239.7719

9 Overlook Rd | $1,749,000

9 Overlook Rd, Newburyport, MA
Listing agent: Gretchen Maguire

Welcome to a truly exceptional offering on Plum Island. This remarkable property stands as one of the Islands most distinctive homes, blending the timeless charm of an original 1948 cottage combined with the contemporary elegance of a newly constructed home from 1998. The home treats you to an awe-inspiring panoramic view of the Basin and Ocean.


Size: 4,746 sf


Price: $1,749,000


Listing details: As you step into the grand foyer you’re immediately greeted by a sense of refinement, heightened by a dramatic staircase that leads to three levels of living. The residence is designed to accommodate a variety of lifestyles. A few unique features of this property are the expansive 4 car garage with potting area, parking for 11 cars and 2 spacious kitchens.


Contact: Gretchen Maguire, Realty One Group, +1 617688-5290

117 Kendall Rd | $675,000

117 Kendall Rd, Tewksbury, MA
Listing agent: John Gambone

Elegant four bedroom three bathroom colonial with fully finished basement and two bonus rooms situated on an acre of land. This home features hardwood floors, updated lighting and was recently painted throughout with newly installed laminate flooring in the finished basement.


Size: 1,988 sf


Price: $675,000


Listing details: Many recent upgrades including a new GAF roof with warranty, custom built paived walkway, retaining walls and patio, as well as new exterior paint. Property utilizes gas utilities, multi-zoned heating with digital thermostats, washer and dryer hookups in the utility room, and is on town water and sewer.


Contact: John Gambone, Leverage Real Estate Group, +1 617-871-9750

6 Dyer St | $3,150,000

6 Dyer St, Provincetown, MA
Listing agent: Tim Brown

Welcome to the property known as The Benchmark Inn. This stellar inn is housed in a beautifully maintained Captain’s House which could be exquisitely converted into a spectacular private residence. There are eight bedrooms, all en suite. A spacious deck spans the three story ca. 1850 structure.


Size: 2,554 sf


Price: $3,150,000


Listing details: Modernized and renovated, with substantial capital upgrades over the 10 year tenure of the current owner, recent upgrades include complete replacement of clapboard siding, new exterior staircases built to current code, window, storm door and screen replacement, NEST thermostats and keyless electronic access.


Contact: Tim Brown, Seascape Realty Inc., +1 508.468.9338

126 Marlborough St | $12,000,000

126 Marlborough St, Boston, MA
Listing agent: George Ballantyne

An artful recreation just completed in 2021, this exquisite Back Bay townhouse was totally renovated by Pegasus Luxury Homes and CBT architects featuring new-construction interiors in a classic modern style that transcends time. This exquisite home has a rare attached 2-car garage, 2-car open parking plus a view-filled roof deck with outdoor kitchen.


Size: 4,788 sf


Price: $12,000,000


Listing details: Blending style and comfort, the living/ entertaining spaces center on a graceful staircase that spirals around a transparent elevator. Clean lines are set off by hardwood and marble, and striking modern furnishings curated by famed Shelton Mindel are also available. Linear fireplaces accent the lofty living room/study – opening to a terrace – and family room.


Contact: George Ballantyne, Sotheby’s International Realty, +1 617.899.7045

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