Newest Homes for Sale in Holliston, MA

MOVE-IN READY! Close before the school year starts! Welcome to the 2nd release on Holliston’s newest 3-home cul-de-sac. Occupying the cul-de-sac's most expansive lot, this 4-bed, 3.5-bath estate is rooted in Organic Modern design, pairing wide-plank European Oak with West Elm lighting. The main level features an executive office with custom built-ins, formal dining, and a chef’s kitchen boasting

Stephen O'leary O'Leary Homes

Move right in to this pristine detached unit in the 55+ section of the ever popular Zain Ridge community; on a cul-de-sac and just steps away from the Upper Charles Rail Trail! Filled with natural light and many upgrades, it's evident from the moment you walk in that this unit is special. Granite kitchen with stainless appliances, gas cooking and center island with seating, open to the dramatic

Kathy Chisholm Realty Executives Boston West

Welcome to this charming 3-bedroom, 2-bath Cape nestled on a beautiful 0.74-acre lot bordering the Rail Trail and just minutes from town. Filled with warmth and character, this inviting home features an eat-in kitchen that flows seamlessly into a cozy living room with fireplace, plus a dining room perfect for entertaining. A first-floor bedroom with custom built-ins and a full bath provides

Donna Vona Berkshire Hathaway HomeServices Commonwealth Real Estate

Never shovel again. Brand-new electric heated driveway (2026), Tesla solar (2022), hybrid heat pump/furnace (2023), 2021 roof, and Level 2 EV charger. A private quiet cul-de-sac on Spyglass Hill; stone-walled entry, fenced 0.36-acre yard with mature trees, fruit trees, and garden beds. Inside: vaulted ceilings, skylights, wood-burning fireplace, hardwood floors throughout. Kitchen anchors the

Shelly Armstrong Redfin Corp.

Slow down, breathe deep, and come home to 3.5 private acres on a scenic country road where gardens bloom, trails invite exploration, and evenings end around the fire pit beneath the stars. This 4–5 bedroom Colonial offers the perfect balance of peaceful living and everyday convenience. Inside, a flexible layout includes two potential primary suites, including a first-floor retreat with cathedral

Vesta Real Estate Group Vesta Real Estate Group, Inc.

Investors, Contractors & Visionaries – Don't Miss This Opportunity! Bring your imagination to this 3-bedroom, 2-full-bath home situated on a large, level lot with endless potential. This property requires a complete renovation and is the perfect project for a rehab loan or cash buyer looking to build equity. The property also features two sheds, including one with electricity, offering excellent

Amber Cadorette Keller Williams Elite

New Construction! Perfectly sized single-family home completed in 2026, offering 1813 square feet of meticulously designed living space, gleaming hardwood floors throughout. Upon entrance you will be greeted with an open floor of spacious luxury living room, cozy electric fireplace that flows into an open quartz filled kitchen, waterfall island, convenient pantry, spacious dining area, half bath

Marianna Da Silva Media Realty Group Inc.

Don't miss this opportunity to own this move-in ready condo in desirable Crestview Condominiums. Offering an open floor plan with a renovated kitchen, vinyl flooring throughout the main living area, newer windows, and updated appliances all less than five years old, this home has been thoughtfully maintained and improved. A recently installed heat pump system in the bedroom provides efficient

Lioce Properties Group

Move right into this freshly painted townhouse in Sherborn's desirable Meadows Edge at Whitney Farm. A sought-after first-floor primary suite, soaring ceilings, abundant natural light, and skylights throughout the home create an inviting atmosphere. The open-concept layout offers seamless flow between the kitchen, dining area, and fireplaced living room, ideal for everyday living and

Team Coyle Compass

Nestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates including exterior painting, composite deck, new carpeting on upper and lower levels, and five new A/C condensers, offering exceptional living indoors and out. A two-story foyer with mahogany inlaid flooring sets the tone as you enter. Main level features elegant living and dining rooms, a great room with

Melissa Kaspern REMAX Executive Realty

Elegance, sophistication and modernity have a specific address. This beautiful property is ready to move in. Open-concept main level offers abundant natural light. The kitchen features white cabinetry, double edge island, and quartz countertops, opening to spacious living and dining area. The slider door goes to a deck and a private patio for gathering and barbecue. Second level has a large

Soraia Aguiar Campos Mega Realty Services

Welcome to this charming Conventional-style home, where timeless character meets modern convenience. Nestled on a picturesque lot in desirable Holliston, this well-maintained 3-bed, 1.5-bath home offers warmth, charm, and plenty of space to enjoy both inside and out. The updated kitchen features new appliances and is complemented by beautiful hardwood floors that flow throughout. Sun-filled

Tina Haynes Simplify Home Realty, LLC

Custom built, one-owner Colonial that has been lovingly maintained and thoughtfully expanded over the years. Nestled in a wonderful cul de sac neighborhood, this impressive home offers the perfect blend of space, comfort, and functionality. The heart of the home is the open-concept kitchen and wonderful family room addition featuring soaring cathedral ceilings, abundant natural light, and an

Peter Edwards Hayden Rowe Properties

Welcome to Spyglass Hill! Discover the perfect blend of comfort and style in this charming townhouse condo. As you enter inside, you'll be greeted by the warm glow of hardwood floors that flow seamlessly throughout the home. The bright and sunny open-concept kitchen, living, and dining area boasts vaulted ceilings and recessed lighting. The kitchen features stainless steel appliances and a

Darlene & Company Lamacchia Realty, Inc.

Enjoy country club living from the comfort of home in this stately 4-bedroom Colonial ideally situated on a quiet cul-de-sac. The beautifully landscaped grounds feature a level yard, resort-style pool area, spacious deck, and screened porch, creating the perfect setting for outdoor entertaining and relaxation. Inside, you'll find classic architecture. Highlights include: a spacious foyer, home

Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

Major Price reduction! Situated in one of Hopkinton's most sought after neighborhoods this private lot is professionally landscaped with stone walls and beautifully wooded! Included on the first floor is a formal Dining Room, a large Living Room with bay window and french doors, FR, Kitchen and private Office. Hardwood floors are thru-out in LR, DR, foyer,stairs, Kitchen and FR. The expansive

Kathleen Dragin REMAX Executive Realty

You won't see another home like it. Nestled on 13 private acres with frontage on two roads, this extraordinary 3,600 square foot geodesic dome offers a truly rare opportunity to own one of the area’s most distinctive homes. Surrounded by nature and set far back from the road, the property provides exceptional privacy and a peaceful setting while still offering convenient access to nearby

David Pedro Century 21 Limitless

Sited at the end of a lovely cul-de-sac, enveloped by nature and conservation, offering complete privacy, this gracious home is tucked into a private neighborhood of exclusive homes. Sunny, two-story foyer with marble flooring; 10' ceilings on 1st floor; lovely living room with HW floors; dramatic two story family room with a floor to ceiling fireplace, custom built-ins and back staircase; skylit

Kathy Chisholm Realty Executives Boston West

Welcome to your completely furnished brand new home, just one short year from new and endless upgrades make this a home not to be missed with no condo fees or HOAs !! The moment you walk into the open living room and dining area with a truly gourmet kitchen and upgraded stainless steel appliances you will realize you are home. The second floor features three bedrooms each with a private or

Graham Pettengill ERA Key Realty Services- Fram

Gracious and stately, this sunny center entrance colonial offers a lovely updated main house plus 2 income generating apartments (with 2 driveways); a wonderful opportunity & investment. Located in the charming village of downtown Holliston, this home offers a coveted lifestyle of walking to schools, shops, cafes, playground, library, Upper Charles Rail Trail and Lake Winthrop. Updated kitchen

Kathy Chisholm Realty Executives Boston West

Charming 2 bed, 1.5 bath townhouse in Ashland with attached garage. Beautifully renovated throughout, this home offers a functional layout with modern finishes and thoughtful upgrades. Updated kitchen features stainless steel appliances and a stylish backsplash, flowing into a dedicated dining area. Bathrooms have been tastefully redone with LED mirrors, a double vanity, and a glass-enclosed

Raquel Franco Capital Real Estate Group LLC

Effortless living in this like-new 3BR 2.5BA townhouse-style condo set on a picturesque, level lot. Open-concept main level offers abundant natural light and a warm, inviting flow ideal for everyday living and entertaining. The kitchen features white cabinetry, center island, and granite countertops, opening to spacious living and dining areas. Upstairs includes three large bedrooms, two full

Vesta Real Estate Group Vesta Real Estate Group, Inc.

Customize your own luxury! Welcome to Meadow's Edge at Whitney Farms in Sherborn where new build dreams come true. Enjoy 4 beds, 3.5 baths and 2,900 sq feet of pure perfection. Enter to an open floor plan featuring a state of the art chef's kitchen, a first floor (or second floor you choose!) primary suite, and a great room with dramatic ceilings. Including a 2 car garage, a front porch, and a

Bell Property Partners Compass

SPECIAL seller offering up to 1% of loan amount & 1 year HOA fee PAID. SOLAR JUST INSTALLED! Step inside and feel the difference. Everything here is fresh, new, and thoughtfully designed. This light and bright garden-style condo has been completely upgraded with no expense spared, creating a space that feels modern, inviting, & move-in ready. The brand-new kitchen sets the tone with its sleek

Christine Norcross William Raveis R.E. & Home Services

Ask about owner financing. New construction (photos illustrative; home to be built) Meadows Edge at Whitney Farm, a distinctive 30-acre community offering maintenance-free living surrounded by conservation land and scenic meadows. This luxurious free-standing home blends the privacy of a single-family residence with the ease of HOA living and the rare opportunity to select your own finishes.

Christine Norcross William Raveis R.E. & Home Services

** UNDER CONSTRUCTION ** NEARING COMPLETION ** 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 ~ Custom White & Glass Cabinetry ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ 10 Feet Iron Grey Island ~ 5 Inches Oak

Francis Vazza Four Season Homes, Llc

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

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

Property is available for online auction only. See Realty Bid for property, auction, showing & bidding information.

Brian Brockman Bang Realty

Ask about owner financing. New construction (photos illustrative; home to be built) Meadows Edge at Whitney Farm, a distinctive 30-acre community offering maintenance-free living surrounded by conservation land and scenic meadows. This luxurious free-standing home blends the privacy of a single-family residence with the ease of HOA living and the rare opportunity to select your own finishes.

Christine Norcross William Raveis R.E. & Home Services