Welcome to this beautifully maintained three-bedroom, two and a half-bath ranch-style home nestled in one of Holliston’s most desirable neighborhoods. This home features freshly painted interiors, updated fixtures, and an upgraded kitchen with new stainless steel appliances and granite countertops. The generous primary bedroom includes its own private bath additionally, two well-proportioned bedrooms, and the full bath. A bright front-to-back family room offers built-in bookcases and an adjacent half bath. Newer heating and central AC (2022) ensure year-round comfort.From your deck, enjoy a level, fenced-in backyard with a large storage shed and dedicated garden area. The property backs up to the Upper Charles Rail Trail.
Understated elegance defines this beautifully appointed 4,600+ SF Colonial set on ~1 acre of private, manicured grounds in the desirable Highlands at Holliston. Thoughtfully designed and meticulously maintained, this home offers three levels of sophisticated living. The main level features a gourmet kitchen w/ high-end appliances, oversized quartz center island w/ second sink, Wolf 6-burner gas range, 2 additional ovens, & dining area open to a dramatic two-story family room w/ oversized windows & gas fireplace. Elegant living & dining rooms, handsome home office, & half bath complete the first floor. The second level offers a luxurious primary suite w/ tray ceiling, gas fireplace, & renovated bath w/ glass-enclosed tiled shower, dual quartz vanity, jacuzzi tub, & large custom walk-in closet. A princess suite w/ private bath, two additional bedrooms, full bath, & laundry complete the second floor. The lower level features a high-end media room, bonus room & full bath. Spectacular!
Situated off a quiet road this condo complex is nestled onto a great lot that is just minutes from downtown Holliston. The kitchen, a central element of this home, showcases both elegance and practicality with its distinguished stone countertops and finely crafted shaker cabinets, with an inviting open floor plan that flows into your living room with a large bay window. Within this thoughtfully designed condominium, two distinct bedrooms offer comfortable private retreats, complemented by a single full bathroom that provides essential amenity and convenience. Second bedroom, offers a great home office, for those that need a work from home option. Laundry units are in the building, as well as a seperate storage area. This condos location and updates make it a must see at a price point that is rare to find.
If you’ve been waiting for a home in one of Holliston’s sought-after neighborhoods with an inground pool-HERE IT IS! This four-bedroom, 2.5-bath contemporary with a two-car garage has been well maintained. The eat-in kitchen with granite counters, pantry, and breakfast bar is open to the family room. The family room features cathedral ceilings, a fireplace, and access to a three-season room and Trex 8x10 deck overlooking a stunning 18x36 inground, heated, saltwater pool with a waterfall. Updates include a gas boiler (2021), tankless hot water heater (2021), heat pump with AC (2021), washing machine (2026), exterior paint (2025), resurfaced driveway (2025), pool pump (2025), energy-efficient stainless-steel appliances (2020), freshly painted interior (2025), and refinished hardwood floors. The basement is partially finished and offers even more space to relax or entertain. Just down the street, a trail leads to Lake Winthrop for kayaking, paddleboarding, and fishing. Showings start 3/12
Welcome to this beautifully renovated raised ranch in the heart of Holliston, MA! This charming single-family home offers over 1,500 square feet of comfortable living space, featuring 3 spacious bedrooms and 1 full bathroom. The newly updated interior includes a bright and airy layout with large windows that flood the home with natural light. The modern kitchen boasts sleek stainless steel appliances, perfect for everyday living and entertaining. A partially finished basement offers additional space for a home office, playroom, or gym. Step outside to enjoy the outdoor deck that overlooks a generous backyard—ideal for gatherings, gardening, or relaxing in the fresh air. With off-street parking in a paved driveway and a location close to local schools, parks, and shopping, this home combines convenience and comfort in a desirable neighborhood. Don't miss the opportunity to make this move-in ready gem your new home!
** UNDER CONSTRUCTION ** NEARING COMPLETION ** FINAL SELECTIONS AVAILABLE ** Stunning Modern Farmhouse Colonial at Prestigious "The Homes at Pond View" 5 BEDROOMS ~ 4 1/2 BATHROOMS ~ 3 CARS GARAGES ~ PRIVATE 3.62 BREATHTAKING ACRES w/ NO CONSERVATION LAND ~ NATURAL GAS HEATING & COOKING ~ TOWN WATER ~ This Estate is a True Gem ... Custom White Cabinetry ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ Hardwoods Thru Out ~ Coffered & Tray & Cathedral Ceilings ~ Walk Up Attic ~ Dual Staircases ~ Custom Stamped Concrete Patio & Walkway ~ Thermador Appliances ~ 2nd Floor Bonus Room ~ Jack n Jill Bedrooms w/ Full Bathroom ~ Butler's Walk In Pantry ~ Powder Room ~ Matte Black Metal Wraparound Porch ~ Kohler Plumbing ~ Spray Foam Insulation ~ Pool & Sports Court Capability ~ Family Neighborhood ~ Board & Batten Facade ~ Access to RTE: 16 & 495 ~ Hardie Arctic White Siding ~ His & Her Closets ~ 2nd Floor Laundry ~ Excellent Schools ** CALL OFFICE FOR PRIVATE SHOWINGS & FINAL PERSONAL TOUCHES **
Set on more than an acre in Holliston’s desirable Cedarbrook neighborhood, this classic four-bedroom Colonial offers nearly 4,000 sq. ft. of thoughtfully designed living space. A gracious two-story foyer introduces a floor plan that balances everyday comfort with entertaining, including formal living and dining rooms, a private home office, and a family room with cathedral ceilings and fireplace. The updated kitchen features a center island, stainless appliances and a casual dining area with deck access overlooking the rolling lawns. Upstairs, the primary suite offers vaulted ceilings, a spa-inspired bath, and a sitting area, complemented by three additional bedrooms and a full bath. The finished lower level provides recreation and entertaining space with a wet bar and patio access. Ideally located in Holliston’s Cedarbrook neighborhood, this property offers the charm of a classic New England town with highly regarded schools and convenient access to Boston and the MetroWest region.
Nestled in one of Holliston’s most desirable neighborhoods, this stunning Cape blends timeless charm with the feel of new construction. Thoughtfully gut-renovated in 2016, every detail has been updated inside and out, offering today’s most sought-after finishes and systems for effortless living. The sun-drenched, beautifully updated kitchen is a true showpiece, featuring high-end appliances, beautiful cabinetry, and ample space for gathering. The dramatic cathedral family room with a gas fireplace creates a warm and inviting atmosphere, while the spacious living room provides the perfect setting for both entertaining and everyday comfort. Retreat to the expansive primary suite, complete with a luxurious spa-like bath and dual shower systems. Step outside to enjoy the private, flat, fenced-in backyard, complete with new composite deck! With its impeccable updates, ideal layout, and prime location, this exceptional home truly rivals new construction. Must see!
Exceptional opportunity in one of Holliston's most sought after, cul-de-sac, downtown neighborhoods! Surrounded by a lush landscaped yard, this meticulously cared for quality-built Antique exudes character & charm. The BRIGHT SUNLIT kitchen & AIRY open floor plan offers an ideal layout! Open the doors off the stunning white kitchen to enter a private backyard oasis. Relaxing on the pergola covered deck overlooking the expansive yard will feel like you’re living on the countryside. 3 spacious bedrooms upstairs w/2 full baths, featuring a primary w/cathedral ceiling, closet system, & skylight in the ensuite bath. The 4th bedroom on the 1st floor offers a versatile space/ office. Gorgeous wide pine floors of the past are met w/ luxuries of the present including many updates, plantation shutters, gas fireplace, SubZero, Wolf & Bosch appliances! Plenty of storage space in the Pristine Basement! WALK to The Rail Trail, Lake Winthrop, cafes, shops, schools, playground, & more! Move right in!
Put a sparkle in your eye with abundant natural light. This home presents an exceptional opportunity to embrace spacious comfortable living, in a meticulously maintained environment PLUS bounteous sunshine with two 8 ft sliders, facing south. The outdoor area of this property presents as an extension of the living space, the 2024 southern exposure cable rail deck is multi tiered for relaxation and entertaining. The kitchen is a culinary enthusiast's dream, featuring a large open kitchen, casual dining or spacious gatherings, abundant shaker cabinetry & pantry. The living room space is anchored by an electric fireplace that promises cozy evenings. Upstairs 4 generous bedrooms, 2nd floor laundry room, walk up attic. Updated Interior. Welcome Home to an oversized garage w/ mudroom and walk in coat closet. Smart garage, smart heat, keyless entry. Multiple work from home areas, or On the go? Head to Ashland for train, 495, Mass Pike exit 111. Shaw's and TD bank around the corner.
Attention contractors, cash buyers and end users with alternative loan programs - this is the house for you! Welcome to a wonderful antique located in the heart of downtown Holliston. Gorgeous hardwood floors throughout, wonderful antique style in the original part of the house and amazing two story addition from 2003 including an updated, open floor plan kitchen and dining room as well as primary en suite. The kitchen offers stainless steel appliances, 6 burner stove top with vent hood, pantry and sizable island with access to a large deck. Head upstairs to the lovely primary suite with cathedral ceiling, double closet and full bath as well as 2 bedrooms and a home office. Basement opportunity for expansion with walk out to lovely back yard. Truly, this location can not be beat. Walkable to schools, rail trail, coffee shop, restaurants, playground, tennis courts and shops. Do not miss the chance to own in this special part of Holliston.
Beautifully sited on its stunning, level lot, this 4 bedroom home at the end of a cul-de-sac in a dreamy walk to town and high school location is a true gem. Impeccably maintained and updated by its original owners, with newly refinished hardwood floors on the main level and new laminate flooring on the lower level. Sunny kitchen features stainless appliances, maple cabinetry and invites you out to the screened porch and gorgeous, park like backyard w/lovely plantings; spacious dining room open to kitchen & living rooms; primary bedroom with its own private bath; two additional bedrooms on main level plus a fourth bedroom/home office on the lower level. Spacious family/game room with recessed lighting & fireplace, half bath, laundry area and bedroom/office on lower level. Updates include: freshly painted interior and new laminate flooring (2026); 4 BR septic (2023); Veismann heating system & HW heater (2021); roof & Andersen windows (10-15 yrs). One car garage too, ideal for winters!
Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end appliances, walk-in custom pantry, 92 bottle wine chiller, 6 burner range, wall oven, center island & leads to LR w/gas FP, and DR. The primary BR is its own oasis w/luxurious spa BA & custom walk-in closet. 2nd BR/office & full BA also on 1st .The mudroom & laundry are have radiant floors & lead to 3 car garage. The 2nd floor is a surprise! 3 BR's (two ensuite), a 2nd FR w/gas FP, wet bar & vaulted ceilings + generous bonus room. 9ft ceilings. All BA's have radiant heat, speakers in most of house, fire pit. Conveniently located <10 miles many town centers: Sherborn, Dover, Natick, Wellesley.
Exquisite custom shingle home built in 2006 set on 32+ breathtaking acres of serene beauty! This 5 bedrm 4.5 bath masterpiece has been designed with the utmost attention to detail and quality craftmanship with over 5700 SF of living space. The first floor offers a LUXURIOUS PRIMARY SUITE w/en-suite bathroom featuring a walk-in steam shower, custom built walk-in closet, office & access to private deck, gorgeous chef's kitchen w/11.5 ft island for cooking & entertaining, formal dining room, living/music room, warm & inviting family room w/stunning stone fireplace w/french doors leading to patio, spacious sunroom, office, craft/laundry room and addtl half and full baths.There are 4 generous bedrms and 2 full baths on 2nd floor. A 3 car garage w/storage and access to unfinished space above as well as full unfinished walk out basement. The spectacular grounds offer a beautiful patio w/stone walls, two 2 stall barns, vegetable gardens, fruit trees and mature plantings. This is a must see!
Exceptional two-story end unit in Brooksmont of Holliston, a premier 55+ Active Adult Community. This well-maintained Sorrento model offers an open floor plan with hardwood floors, soaring ceilings, and a marble-surround gas fireplace. A slider opens to a private composite deck with tranquil wooded views. The kitchen features custom cabinetry with under-cabinet lighting, granite countertops, stainless steel appliances, pantry storage, and a generous center island. The first-floor primary suite provides effortless main-level living with a walk-in closet and full bath. Upstairs, a spacious loft and private guest suite with a full bath offer flexibility for guests or home office space. Additional features include a two-car attached garage with direct entry to a mudroom and main-level laundry. The insulated full basement offers excellent storage and future expansion potential. Ideally located near shopping, dining, and major routes.

Holliston is located in Massachusetts. Holliston, Massachusetts has a population of 14,891. Holliston is more family-centric than the surrounding county with 38.06% of the households containing married families with children. The county average for households married with children is 35.9%.
The median household income in Holliston, Massachusetts is $142,348. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Holliston is 44.2 years.
The average high temperature in July is 83 degrees, with an average low temperature in January of 16.2 degrees. The average rainfall is approximately 49.8 inches per year, with 43.6 inches of snow per year.