luxury houses for sale Holliston, United States

Stately and grand meets modern luxury and comfort. This impressive home has been meticulously renovated to maintain timeless charm while offering contemporary finishes and amenities. Step into timeless elegance with this incredibly charming Colonial home, designed in 1910. This stunning stucco residence boasts soaring ceilings & 8 fireplaces across 3 floors of living space. The front door welcomes you to a breathtaking foyer, leading to a library, formal dining room, living room & eat-in kitchen. The first floor of the home has fine ceiling moldings and wainscoting. With 6 plus bedrooms, 8 baths & a primary suite w/ dressing room, this home offers unmatched space. A three -car garage & beautifully landscaped yard w/ patio completes the exterior. Set on over 7 acres with a carriage house and barn. The long driveway offers great privacy. Minutes to town, shopping and restaurants. Call for your private tour!

Don't miss out on this elegant, young custom colonial in the desirable Southend Farm neighborhood known for distinctive homes on large lots abutting scenic open space! From the farmer's porch, enter into a 2-story foyer accessing formal living & dining rooms w/custom moldings & many windows, private office & powder room. Fall in love with a stylish, sunny kitchen offering high-end details including white shaker cabinets to the ceiling, granite counters, center island & SS appliances, dining area w/slider to a deck & private yard. The family room completes this great space to gather in front of the fireplace! Mudroom w/cubbies & access to a 3-car garage. The 2nd floor features a spacious primary suite w/sitting area, enormous closet & spa-like bath. Three bedrooms each w/great closets, ceiling fans & lights. Full bath & laundry room. LL space is waterproof & ready to finish. Enjoy kayaking via Bogastow Brook to the Charles River. Super location near everything! Be home for the holidays!

Don't miss out on this elegant, young custom colonial in the desirable Southend Farm neighborhood known for distinctive homes on large lots abutting scenic open space! From the farmer's porch, enter into a 2-story foyer accessing formal living & dining rooms w/custom moldings & many windows, private office & powder room. Fall in love with a stylish, sunny kitchen offering high-end details including white shaker cabinets to the ceiling, granite counters, center island & SS appliances, dining area w/slider to a deck & private yard. The family room completes this great space to gather in front of the fireplace! Mudroom w/cubbies & access to a 3-car garage. The 2nd floor features a spacious primary suite w/sitting area, enormous closet & spa-like bath. Three bedrooms each w/great closets, ceiling fans & lights. Full bath & laundry room. LL space is waterproof & ready to finish. Enjoy kayaking via Bogastow Brook to the Charles River. Super location near everything! Be home for the holidays!

The Flagg House, one of Sherborn’s most architecturally and historically significant homes, is set on 2+ pastoral acres near the renovated public library, athletic fields, and town center. A stone driveway lined with pretty sugar maples leads to private Maple St. entrance. Property includes a two-story garage with Rt. 16 access, gardening shed, and antique stone walls. Sunny vestibule opens to mudroom, laundry, and half bath. South-facing kitchen with “secret garden” patio features SS appliances incl Sub-Zero fridge, dbl wall ovens, trash compactor, and farmhouse sink. Four main-level rooms feature wood-burning fireplaces, 11’ ceilings, exposed beams, wide plank hardwoods, and abundant storage. A 9x32 sunporch offers a light-filled retreat. Main level also includes a full bath with clawfoot tub. Pretty foyer with beam bar front door leads to grand staircase and 2nd level. Upstairs: three bright bedrooms, family bath, and ensuite primary with dressing room, dbl closets, and renovated bath.

Historic Calvin Sanger House (c.1819) in the heart of Sherborn, this beautifully extensively renovated Federal Colonial blends timeless architecture with modern luxury on two+ private acres. Featuring high ceilings, hardwood floors, elegant moldings, and multiple fireplaces, the home offers gracious formal living and dining rooms complemented by a stunning chef’s kitchen with stainless appliances, custom cabinetry, coffee bar, pantry and back staircase. A flexible first-floor office or bedroom with adjacent full bath adds versatility. The spacious family room and walk-out lower level with full bath provide ideal space for entertaining, recreation or guests. Upstairs are four generous bedrooms, including a fully renovated primary suite with fireplace, luxurious bath and ample closets. The grounds showcase a pool surrounded by mature landscaping & classic stonewalls. Enjoy the sidewalks to town center amenities, including new Sherborn Library, recreation facilities & Fireside Tavern.

This Elegant Colonial has been meticulously cared for by its owners for the past 29 years! Professional landscape beautifully frames the home. You'll quickly fall in love with its interior ~ the front formal living room & fireplaced office (or sitting room) with built in bookshelves welcome you. The stunning, updated kitchen with a wraparound peninsula, granite counters & stainless appliances, together with the family room & dining room areas will be the home's focal point & perfect entertaining venue! Upstairs is the primary suite including a magnificent bath with free standing tub, separate shower & double vanities. The primary closet room will take your breath away with its size & organizers~so much space for everyone!! Two additional bedrooms & updated bath with shower complete the upper living levels. The lower level is a perfect game room and/or fitness area plus great storage! Atrium door off the family room leads to a deck & private patio! Set back beautifully from the road.

Set on 3.7 pristine acres abutting 600+ acres of conservation land and Little Farm Pond, this grand estate offers rare privacy and pedigree- first owned by former Boston Celtics head coach Rick Pitino. Soaring ceilings and twin staircases lead to five upstairs bedrooms. The primary suite stuns with a 400sq-ft marble spa bath featuring three sinks, makeup vanity, steam shower, and Jacuzzi tub. A walk-out lower level is built for guests and entertaining with an au pair suite with full bath, a second full bath, second office with custom desks, large sauna, steam room, fitness room, game and movie room, wet bar with refrigerator and dishwasher. Outside, the oasis includes an oversized pool with waterfall, a cabana with enclosed shower, granite counters, refrigerator, surround sound, and 80 TV. Design forward interior includes an open chef's kitchen with all Wolf/Sub-Zero, sunroom, floor-to-ceiling fireplaces, expansive decks, built-ins, and recent updates for luxury living & entertaining.

When the homeowners decided to build this home in 2012, they were looking for a neighborhood that offered larger lots and more space between homes. This nearly one-acre lot provided the opportunity to create the backyard they had always wanted. They installed an inground gunite pool which became their favorite place to spend summer days, and the yard still offers plenty of room for volleyball, cornhole, and a large tent for parties and special occasions. One of the details they prioritized was 9-foot ceilings throughout the first floor, second floor, and basement, enhancing the home’s spacious feel from top to bottom. They also expanded the original design by adding a great room off the family room, complete with a wet bar that includes a beverage refrigerator, and space for a pool table. With direct access to a 30’ x 28’ composite deck with hot tub, it has become one of their favorite spaces for entertaining.

Immaculate Cape meticulously restored is a move-in ready opportunity in beloved Dover neighborhood. 1.8 miles from MA #1 ranked public high school, this A+ location is unmatched. Love-at-first-sight curb appeal, pretty arbor offers views of deluxe outdoor kitchen. Awesome. Extra-wide cased openings open to beautiful living room with wood burning fireplace to the west and classic dining room to the east. Multi-pane window in eat-in kitchen offers panoramic views. New appliances, countertops and lighting, this space is home-chef ready. Laundry and mudroom steps from over-sized two-car garage keeps families organized. Cozy family room with wood burning stove opens to gorgeous screened-in porch. Richly renovated full bath and home office is a remote worker’s dream-come-true. Primary suite incl renovated bathroom with double vanity and abundant storage. Full bath services large bedroom w/walk-in closet. Third and fourth bedroom share Jack/Jill bath. Newly renovated LL is a spectacular light-filled multi-purpose space.

An absolute masterpiece of design and elite engineering by an award-winning local builder. As the crown jewel of the collection, this premier, unique floorplan is fully customizable. The high-performance, energy-efficient home features a supreme HERS score, an incredibly tight envelope insulation package, an ERV fresh air system, and a balanced Make-Up Air system. Inside, 4 white oak floors lead to a magnificent family room with coffered ceilings and a custom front-and-back kitchen boasting the Thermador Professional Collection, a 48 gas range, and handmade cabinetry. High-end, insulated Pella EnergyStar windows flood the massive 7,800+ SF layout with light, highlighting 5 bedrooms, 5.5 baths, an octagonal breakfast room, and a wet bar. The expansive finished walkout lower level is ideal for a future golf simulator or theater. Enjoy neighborhood access to 10 acres of protected Sudbury River trails. Walk to the commuter rail; 26 miles to Boston. Ask about builder incentives!

Tucked along a private way in South Natick, this spacious eight-room home offers comfort, character, and so much more. Lovely grounds welcome you in through the farmers porch. Refined architectural details include pillars, arches, crown moldings, tall ceilings, and transom windows. The updated eat-in kitchen features a walk-in pantry and separate laundry room. Easy access from two-car garage. Spacious vaulted living room with fireplace adds warmth and charm, opens to large formal dining room. Screened porch leads to your deck overlooking scenic trail. First-floor primary suite with oversized windows, plantation shutters, a large walk-in closet and spa-like bath. Upstairs has two generous bedrooms, a full bath, office/bonus room, and family room. Lower level features your home gym with high ceilings and slider to yard, plus storage, including a cedar closet and bonus unfinished space. Close to Natick Center, Memorial School, commuter rail and Wellesley.

An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features an incredibly tight envelope insulation package, supreme HERS score, an ERV fresh air system, and a balanced Make-Up Air system. Inside, four-inch white oak floors lead to a magnificent family room with coffered ceilings and a chef's kitchen boasting handmade custom cabinetry by a premier local millworker. High-end, insulated Pella EnergyStar windows flood the sprawling 5,450 SF plan with light, highlighting 4 bedrooms—each featuring its own private en-suite bath! An expansive FINISHED lower level is the ideal footprint for a future golf simulator or home theater. Positioned to maximize beautiful scenic views, this estate is located in a premier neighborhood featuring direct access to 10 acres of protected Sudbury River trails. Just 26 miles from Boston and a short walk to the commuter rail. Ask about the $25K buyer credit on this home!

An extraordinary opportunity to experience luxury living at its finest. Beautifully situated on 1.47 acres overlooking the stunning orchards at Lookout Farm in South Natick, this newly-constructed home blends elegant sophistication w/modern functionality. The 1st floor offers a custom chef’s kitchen w/high-end appliances, a sunlit dining area & fireplaced family room - all showcasing the gorgeous private grounds. A home office, ensuite guest room, powder room & mudroom complete this level. The 2nd floor features a serene primary suite w/2 walk-in closets & a spa-like bath plus 3 additional, ensuite bedrooms, a large laundry room & bonus room. The LL has additional spaces for family entertainment & enjoyment, and the expansive backyard offers potential for a pool, cabana & more. W/breathtaking views & the utmost privacy, this stunning property offers a thoughtfully-designed floor plan & exceptional craftsmanship in a coveted location close to schools, dining, shops & commuting routes.

An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features an incredibly tight envelope insulation package, supreme HERS score, an ERV fresh air system with 4 HEPA filters, and a balanced Make-Up Air system. Inside, four-inch white oak floors lead to a magnificent family room with coffered ceilings and a chef's kitchen boasting handmade custom cabinetry and vanities by a premier local millworker. High-end, insulated Pella EnergyStar windows flood the flexible plan with light, highlighting a 1st-floor office and fitness room. An expansive FINISHED lower level is the ideal footprint for a future golf simulator, home bar, or theater! Set back for maximum privacy, the yard offers space for a pool, sport court, or whatever your dream includes. Just 26 miles from Boston, walk to the commuter rail and 10 acres of protected trails. Contact us today about the final homes and ask about builder incentives!

Introducing a handsome Colonial with a front porch nestled at the end of a cul-de-sac. Featuring a spacious kitchen with an island, breakfast bar, and a generous eat-in area that flows seamlessly into the expansive family room. Anchored by a stone fireplace and soaring ceilings, the space leads to a large deck. A formal dining and living room are perfect for entertaining and family gatherings. A large office provides a private retreat for working at home. Upstairs, the expansive primary suite features a spa-inspired bath, a walk-in closet, and sitting area bathed in natural light from a striking architectural window. Three additional bedrooms and a full bath complete the upper level. The finished lower level adds exceptional versatility with space for a playroom or bonus area. A walk-up attic presents exciting expansion potential for additional living space. The beautiful yard offers a serene setting in one of the most desirable neighborhoods in the town.

Beautiful Colonial home located on a quiet double cul-de-sac in one of Framingham's most desirable neighborhoods!   As you step inside, you are greeted by a bright and airy main level featuring a spacious living room centered around a wood-burning fireplace, a formal dining room and a family room where French doors open directly to the outdoor patio and backyard. The heart of the home is the kitchen, beautifully equipped with granite countertops, stainless steel appliances, and island. Upstairs,  the second floor layout hosts two secondary bedrooms with full bathroom, and a primary suite which includes a full bath and walk-in closet.  Two-car garage. Enjoy unbeatable convenience, for commuters, this property is a dream, boasting an excellent 2024 New Heating System and Hot Water Heater.

Set in Southborough’s sought-after Stockwell Farms neighborhood, this custom-styled Colonial offers a distinctive layout rarely found in the area. The sunken family room with fireplace creates a warm, inviting gathering space, while the updated kitchen features new appliances and striking slate rectangular offset flooring that blends style with function. Upstairs, brand-new wall-to-wall carpeting adds comfort throughout. The spacious primary suite is complemented by a rare bonus room—an ideal flex space for a private retreat, gym, studio, or home office. With four bedrooms, two and a half baths, and 3,193 square feet of thoughtfully designed living space on .86 acres, this home offers comfort and character in a neighborhood setting. Convenient to the Southborough MBTA commuter rail station, Route 9, I-495, and the Mass Pike (I-90), with outdoor recreation nearby at Hopkinton State Park.

Exceptional mixed-use offering in South Natick with Charles River views and proximity to the historic waterfalls. This distinctive Greek revival-style property combines a renovated residence with long-term professional income, appealing to owner-users, investors, and lifestyle buyers seeking flexibility. The upper levels feature a fully renovated five bedroom, three and a half bath residence with generous living spaces, updated systems, and quality finishes throughout, living like a single-family home with scenic river views. The first-floor professional dental office offers approximately 900 square feet with a 20-year lease, tenant-paid utilities, and stable income in place, with functional space and future upside. Set on approximately 0.52 acres with 9+ off-street parking spaces, this rare commercial/residential property offers lifestyle appeal, income stability, and long-term flexibility in one of South Natick’s most desirable locations

Experience the perfect blend of classic New England character and modern versatility in this stunning 1940s Colonial. Set on a sprawling, corner lot in the sought-after Walnut Hill neighborhood, this home offers an incredible amount of space and a layout designed for today's lifestyle. The interior features a flexible floor plan spanning three finished levels, including five spacious bedrooms and two and a half baths. Gleaming hardwood floors and large, south-facing windows create a warm, sun-drenched atmosphere throughout. The private third-floor primary suite provides a quiet escape, while the remaining bedrooms offer plenty of room for family, guests, or a dedicated home office. Enjoy your morning coffee on the beautiful front porch or host summer gatherings in the expansive yard. Located less than a mile from Natick Center, you are perfectly positioned for easy access to the Cochituate Rail Trail, the Commuter Rail, Murphy Field and the town's vibrant mix of shops, restaurants, and arts.

This charming, impeccably kept cape-style home offers a fantastic opportunity to live in one of Natick’s most sought-after neighborhoods, Walnut Hill. Located just minutes from the Natick Center Commuter Rail station (1mi) and with easy access to all major commuter routes. This recently updated three bedroom, one and a half bath, 2,060 square feet home is set on a generous 0.41-acre level lot. The property offers ample space for outdoor entertaining, gardening or play and includes an oversized detached two car garage and off-street parking, along with a full unfinished basement providing extensive storage or added living space potential. There're newly refinished hardwood floors throughout the home, its interior has been freshly painted with new door hardware and many new light fixtures. Close to local favorites like Bacon Street Farm, as well as nearby parks, walking/jogging trails, with the vibrant shops and restaurants of downtown Natick just one mile away. Natick enjoys great schools and fabulous shopping!

Welcome home to a stunning Colonial in a coveted cul-de-sac neighborhood. The dramatic two-story foyer opens to an expansive first floor layout featuring 9' ceilings, front-to-back living/dining rooms, dedicated home office, and showstopping family room with stone fireplace. The eat-in kitchen boasts granite counters, large island, wine fridge, ample cabinetry/storage, and slider to the large deck overlooking a beautiful flat backyard on the acre+ lot. Upstairs, the sprawling primary retreat offers two large walk-in closets, attached bonus room, and a spa bath with double vanity. Three additional bedrooms and another full bath complete the upper level. Major upgrades include a $35K high-efficiency heat pump HVAC system (10-yr transferrable warranty), fully-owned solar panels, all-electric home, hardwood flooring, refreshed full baths with quartz vanities, & partial roof replacement. All this, with access to top-rated schools and minutes to the Commuter Rail, Rt. 9, Mass Pike, and 495.

42 North Street offers the rare combination of privacy, acreage, and turnkey living on over six secluded acres just moments to the Franklin/Foxboro commuter rail, town center, and Gillette Stadium. This beautifully maintained 4-year-young home features a stunning chef’s kitchen with Thermador and Bosch appliances, oversized quartz island, two refrigerators, walk-in pantry, and abundant prep space. A formal dining room with French doors opens to the 26’ x 31’ great room with gas fireplace, ideal for hosting large gatherings so everyone feels comfortable. The spacious primary suite offers vaulted ceilings, gas fireplace, oversized custom walk-in closet, and spa-like bath with soaking tub. Three additional bedrooms, finished third floor bonus space, and an impressive 1,000+ sq ft barn/shed with two garage bays, electricity, and concrete floors complete this exceptional property. OPEN HOUSE Sunday 5/31 1:30-3:30.

Put your mark on a dream home by Southborough’s premier builder. This new construction home combines a sleek, open-concept design with the exquisite craftsmanship expected at this level. A grand two-story foyer leads to a gourmet kitchen featuring custom inset cabinetry, Quartz countertops, and an oversized social island. The family room, anchored by a modern fireplace, creates a sophisticated yet warm gathering spot.The thoughtful first-floor layout includes both a private Study and a Home Office, each with an adjacent bathroom. Upstairs, the primary suite serves as a serene retreat with a boutique-style walk-in closet and spa bath. The unfinished basement offers soaring ceilings—ideal for a golf simulator or gym. Set on a rare, flat cul-de-sac lot, you’ll enjoy a private yard with easy access to the MBTA Commuter Rail, Boston/Worcester routes 90, 495, and 9, and Breakneck Hill trails. Experience Southborough’s top-rated public schools and prestigious private schools and a lifestyle of refined tranquility. Photos are of similar homes; early-stage buyers may customize.