Holliston, MA Homes for Sale with Acreage

Meticulous craftsmanship defines this exceptional home in the coveted Deer Creek community. Built as the builder’s own residence, every detail reflects superior design and quality. A dramatic entry sets the tone with elegant millwork, gleaming hardwood floors, and abundant natural light. The main level offers a dining room, private office, family & living room, both w/ fireplace & custom built-in

Kathleen McBride RE/MAX Executive Realty

NEW PRICE!!! Nestled amidst 32 breathtaking acres of serene beauty, this exquisite custom shingle home built in 2006, epitomizes luxury living! Spanning over 5700 SF of living space, every element of this 5 bedrm | 4.5 bath masterpiece is designed w/the utmost attention to detail & quality craftsmanship. The first floor offers a luxurious primary suite w/an en-suite bathroom featuring a walk-in

Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

Welcome to The Homes on Bonney Drive – a private three-home cul-de-sac in Holliston! 110 Bonney Drive offers ~3,500 sq. ft. of beautifully designed living space on over an acre. This 4-bedroom, 3.5-bath home blends modern luxury with energy-efficient living: all-electric, solar-ready, and roughed for EV charging. Open-concept layout features a gourmet kitchen, spacious family room, home office,

Stephen O'leary O'Leary Homes

** UNDER CONSTRUCTION ** TIME TO CUSTOMIZE YOUR PERSONAL TOUCH ~ CALL OFFICE FOR INFO & WALK THRU ** MODERN FARMHOUSE COLONIAL @ STUNNING "The Homes at Pond View" 5 Bedrooms ~ 4 1/2 Bathrooms ~ 3 Cars Garages ~ Town Water ~ Natural Gas Heating & Cooking ~ GORGEOUS TALL PINES ESTATE HOMESITE w/ 3.62 ACRES w/ NO CONSERVATION WETLANDS ~ Family Neighborhood ~ Excellent Schools ~ SPORTS COURT & POOL

Francis Vazza Four Season Homes, Llc

Put a sparkle in your eye! This house is circa 1994, fully rebuilt CUSTOMIZED & expanded in ALL the right ways to support ease of family life, entertaining, storage, versatility & low maintenance. If you are looking for cookie cutter keep shopping. This chefs kitchen with pantry and open dining is truly the heart of this home, 2 generous sliders invite outside in, and support a sunny happy vibe.

Susan Mogren Realty Executives Boston West

Exceptional two-level home with two remarkable expansions, designed for entertaining and everyday living. The main level, the social hub, features formal dining and living rooms with fireplace, flowing into a carefully crafted eat-in kitchen with granite, abundant storage, and breakfast bar. The cathedral family room stuns with soaring wood-planked vaulted ceilings, dramatic floor-to-ceiling

Ann Atamian Gibson Sotheby's International Realty

Attractive, well maintained 4 bedroom, 2 1⁄2 bath home located in a private setting at the end of a small cul-de-sac. Large living and dining rooms offer multiple configurations for entertainment and family gatherings. Wired ethernet installed for fast home networking. Heated sunroom overlooks a fenced in backyard great for kids and pets. Upstairs includes 4 bedrooms and a recently upgraded

Greg Richard Realty Executives Boston West

Set on over 3 acres at the end of a cul-de-sac, this beautiful 4-bedroom Garrison Colonial offers both privacy and charm in the desirable town of Holliston. Meticulously maintained, the home features many recent updates including a new high-efficiency heating system (2023), roof (2017), fresh interior paint (2025), and brand-new bedroom carpets (2025). A spacious family room addition creates an

Campos Homes RE/MAX Real Estate Center

Incredible Opportunity on 6 Private Acres in Holliston!Builders and investors take note — this is a rare chance to own a stunning 6-acre wooded lot perched on Jasper Hill, offering sweeping views of Holliston’s town center. The property features a single-family home in need of extensive renovation or tear-down, making it an ideal site for new construction.Imagine building a custom dream home or

Enis Shehu Cameron Real Estate Group - Framingham