Holliston, MA Real Estate Search

Holliston, MA Homes between $1,500,000 and $2,000,000 for Sale

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in Holliston, MA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Holliston, MA Homes between $1,500,000 and $2,000,000 for Sale

30 Mill St, Holliston
$1,799,000
4 Beds ⋅ 5 Baths ⋅ 73590622 MLS
Experience the art of exceptional living at 30 Mill Street, where timeless elegance, modern sophistication, and thoughtful design come together in this stunning 2026 luxury Colonial. Beautifully situated on nearly an acre along the Holliston–Hopkinton line, this remarkable residence offers approximately 4,587 sq. ft. of refined living space. An exquisite chef’s kitchen with a dramatic quartz waterfall island flows effortlessly into elegant entertaining areas, complemented by rich hardwood floors, architectural detailing, and three fireplaces. Four beautifully appointed en-suite bedrooms include a magnificent primary sanctuary featuring a fireplace, spa-inspired bath, and spacious dressing room. A private library, inviting second-floor lounge, and expansive finished lower level provide exceptional flexibility. Outdoors, a spectacular stone patio with a built-in kitchen creates the perfect setting for unforgettable gatherings. Complete with a three-car garage and proximity to golf, this is luxury living at its finest.

30 Mill St, Holliston

Listing courtesy of Listing Agent: Fabilene Neves from Listing Office: Century 21 North East.
457 Hanlon Rd, Holliston
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 73590193 MLS
Discover a distinguished single-family country estate, meticulously crafted in 1975, offering 4834 square feet of refined living space. This property stands as a testament to enduring design & thoughtful construction, providing a harmonious blend of comfort and functionality. The residence features 2 well-proportioned primary suites, each designed to offer privacy & tranquility. One suite is located in a newer home addition & is handicap accessible by way of an interior elevator & ramp, a curbless oversize shower & barrier-free roll under sink. In addition this space offers a large custom closet and sitting room, the perfect respite for those requiring these enhancements as well as discerning buyers that appreciate large, gracious spaces. The second primary suite features a very comfortable bedroom & sitting room, lots of closet space & a gorgeous designer en suite perfect for teens wanting "their own space" or live- in help Complementing these sleeping quarters are two additional bedrooms, one with a customized walk-in closet, providing ample convenience & personal space for residents & guests alike. Further enhancing the property's appeal is a chef's kitchen featuring stainless steel Thermador appliances, granite tops, peninsula seating space & a butlers pantry with an abundance of storage. The adjoining dining room/living room features an open floor plan, custom built-in cabinetry, a Harman Frost Enamel pellet stove & access to a beautiful screen porch. The great room is a show piece of its own - soaring ceiling, hardwood floor with inlay border & custom rug, built-in cabinetry, large Palladium window with custom motorized shades & access to the outer deck. The lower level features a large game room with natural brick flooring & a coffered ceiling, a pellet stove, an adjoining wine cellar & space for a dedicated gym/art studio/craft room. Another bonus in this home is a beautiful & bright home office with Palladium window, motorized shades, radiant heat & a separate entrance. A spacious 3-car garage offers significant utility for vehicle storage & additional organizational needs. This home is conveniently located at the Hopkinton line, with easy access to Routes 85, 126 and 495. The expansive lot provides a generous outdoor environment, ideal for various recreational pursuits or simply enjoying the natural surroundings. To truly appreciate the sophisticated design & unique scale of this property, we invite your private viewing.

457 Hanlon Rd, Holliston

Listing courtesy of Listing Agent: Roberta Waters from Listing Office: Realty Executives Boston West.
97 Old Cart Path, Holliston
$1,525,000
4 Beds ⋅ 5 Baths ⋅ 73575584 MLS
Wow! Spectacular sweeping East-facing views and exceptional craftsmanship define this one-of-a-kind custom home in the coveted Highlands at Holliston. Beautifully sited on over an acre above Old Cart Path, this stunning residence offers three levels of luxurious living and extraordinary spaces for both everyday living and entertaining. A welcoming farmer’s porch opens to a grand two-story foyer with brilliant hardwood floors and custom millwork. The expansive main level features a dramatic two-story family room with coffered ceiling, an enormous gourmet kitchen with custom cabinetry, center island and walk-in pantry, plus an exceptional media room with movie screen and projector. A gracious living room, formal dining room, oversized home office, and full bath complete the level. Upstairs, you'll find an expanded balcony, luxurious primary suite with grand bath, two walk-in closets, and sitting area, complemented by a princess suite, two additional bedrooms, full bath, and laundry. The finished lower level is an entertainer’s dream with full bar, game and bonus rooms, and full bath. Outside, enjoy manicured grounds, an expansive composite deck and oversized patio while taking in the amazing views. Ideally located in one of Holliston’s most desirable neighborhoods with access to the Charles River Rail Trail. A truly extraordinary offering where breathtaking views, exceptional finishes, remarkable scale, and sophisticated amenities create an exceptional luxury lifestyle. Seller Owned Solar transfers to Buyers.

97 Old Cart Path, Holliston

Listing courtesy of Listing Agent: Tara D'Amato from Listing Office: Engel & Volkers Wellesley.
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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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