Sutton Real Estate

Sutton Real Estate

Welcome to Sutton, Massachusetts—a picturesque gem nestled in Worcester County that perfectly blends small-town charm with modern conveniences. Known for its serene landscapes and vibrant community spirit, Sutton is an ideal place for families, professionals, and anyone seeking a tranquil lifestyle without sacrificing accessibility to urban amenities.

Sutton boasts a rich history dating back to the 18th century, reflected in its beautifully preserved architecture and scenic countryside. The town is adorned with lush parks and recreational areas, such as the popular Purgatory Chasm State Reservation, where residents and visitors can explore breathtaking hiking trails and enjoy outdoor activities year-round. The area’s natural beauty is complemented by a strong sense of community, with local events, farmers' markets, and seasonal festivals that bring neighbors together.

Education is a cornerstone of Sutton, with highly-rated schools that prioritize student achievement and community involvement. Families are drawn to the town's commitment to quality education, making it a prime choice for those with children.

Conveniently located just a short drive from Worcester and major highways, Sutton offers easy access to a wealth of shopping, dining, and entertainment options. Whether you’re looking for quaint local boutiques or vibrant nightlife, everything you need is just around the corner.

In Sutton, you’ll find a welcoming community, a rich tapestry of history, and a beautiful environment that encourages a balanced lifestyle. Discover your dream home in Sutton today, and experience the charm of this delightful Massachusetts town!

Newest Listings in Sutton

27 Sibley Road, Sutton
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 1426336 MLS
When graceful elegance meets quintessential New England charm, the result is truly remarkable. This custom designed colonial w/Georgian flair, has a dramatic hip roof & dormered windows, & the stone walls & rolling hills, fill this 2 acre estate. The scenic beauty of the landscape is breathtaking in any season. A well appointed interior begins in the grand foyer, greeting you w/3 levels of stunning staircase & creamy, rich hues. The stone floor entry flows to the main living area, where wood runs through the entire space. Custom maple cabinetry coupled w/luxury grade granite countertops & center island, blend beautifully. The dining area is set nicely against a brick wall, tying in other brick focal points in the home. A Wolf range, Sub-zero refrigerator w/maple panels, wine chiller, & prep sink, make dinners easier, & the pot filler is perfect for pasta nights. The hallway powder rm displays a playful Victorian flair, & the essence of a northern setting hits you in the family rm, where a brick accent wall, cozy gas fireplace, & custom shelving, create a haven for snow days. Transom windows, french drs, & many architectural accents, flank these rooms. A primary en-suite w/ inviting soaking tub, walk in clst, & tile shower, are among 4 spacious bedrooms. An additional 600 sqft space is available to finish over the garage. A brick patio & walkway, & a 20x40 swimming pool w/ cabana, featuring kitchen/family rm, & 1/2 bath, all rest perfectly, on this stunning, classic property.

27 Sibley Road, Sutton

27 Sibley Rd, Sutton
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 73592623 MLS
When graceful elegance & sophistication meet quintessential New England charm, the result is truly remarkable. This custom designed colonial w/ Georgian flair, has a dramatic hip roof & dormered windows, adding measurable curb appeal. Beautiful stone walls & rolling hills fill this 2 acre estate, & the scenic beauty of the landscape is breathtaking in any season. A well-appointed interior begins in the grand foyer, greeting you with three levels of stunning staircase & creamy, rich hues. The stone floor entry flows to the main living area, where wood runs through the entire space. Custom maple cabinetry coupled w/luxury grade granite countertops & center island, blend beautifully. The dining area is set nicely against a brick wall, tying in other brick focal points in the home. A Wolf gas range, Sub-zero Refrigerator w/maple panels, wine chiller, & island prep sink, make dinners at home much easier, & the pot filler is perfect for pasta nights. The main hallway powder rm is cute as a button, with fun Victorian finishes, and the entry space versatile. The essence of a northern setting hits you in the family rm, & a brick accent wall meets the cozy gas fireplace & custom shelving. Picture yourself curled up with coffee & a good book on a snowy day. Transom windows & french doors flank many of these rooms. A formal living/dining area boasts architectural accents & crown molding, & the office is perfect for privacy. Upstairs, the primary en-suite is spacious, w/ an inviting soaking tub, walk-in closet & tile shower. Two other generous bedrooms fill the second level, & over 600 sqft is available for other "finish" ideas. The third floor brings you to a fourth expansive bedroom & storage area & the basement is a clean slate just waiting for your ideas. Step into the backyard, & the brick walkway & patio lead you to the heated 20x40 swimming pool w/diving board. Your private oasis is complete w/a pool cottage, showcasing a granite kitchen/family room space, along w/ a half bath- this cabana is truly magical. Peer beyond the fence & plenty of lush backyard space awaits you- for picnics, cookouts & game days. Perennials and mature trees add color and texture to the exterior space. The storage shed provides plenty of opportunity for tool/equipment storage, so your large 2 car garage remains dedicated to cars, or maybe a few splurge items. This home is special in so many ways, come experience the classic style & splendor of this property for yourself.

27 Sibley Rd, Sutton

20 Pierce Rd, Sutton
$519,900
3 Beds ⋅ 2 Baths ⋅ 73592329 MLS
Your own wooded retreat awaits! Set on 2.12 acres with private wooded trails, this bright, clean and beautifully maintained 3-bedroom raised ranch in Sutton offers inviting living spaces, thoughtful updates and room to enjoy the outdoors. A landscaped front yard and welcoming entry set the tone for the warmth found throughout. The bright main level features an open layout connecting the living room, dining area and kitchen, with durable vinyl plank flooring tying these gathering spaces together. A brick fireplace anchors the living room, while a large picture window welcomes natural light. The kitchen offers ample cabinetry, a breakfast bar and space for dining, complemented by charming wainscoting. Three bedrooms and a full bath complete the main level.The finished lower level expands your options with a second fireplace, a comfortable family room, a spacious playroom or game room, and a half bath with laundry. Create space for movie nights, hobbies, working from home or entertaining. An enclosed porch with a wood ceiling provides a lovely spot for morning coffee and doubles as a convenient mudroom, while the composite deck offers another place to relax outdoors.Enjoy the balance of open yard space and wooded surroundings, with your own private trails to explore right at home. A detached one-car garage and generous paved driveway add everyday convenience. Major updates completed in 2019 include the house roof, septic system and well pump and new gutters in 2024. Kitchen appliances are new as of 2019 with a new dishwasher in 2025 , including the washer 2019 and dryer 2018. The septic system has passed Title V. Convenient to shopping, golf, parks and Route 146, this welcoming property combines a peaceful setting with access to everyday essentials. Come discover the space, charm and outdoor lifestyle waiting at 20 Pierce Road!

20 Pierce Rd, Sutton

339 Boston Rd, Sutton
$660,000
3 Beds ⋅ 2 Baths ⋅ 73589977 MLS
Welcome to the Devonshire Farm, established in 1840! This historic property offers small-town Sutton living with room to grow at 339 Boston Rd.  Set on a generous 1.3-acre lot and in a quiet setting, everyday life becomes easier in this home. Walking distance to Sutton public schools, the town library, and the center of town, as well as only a short drive to the commuter rail and major highways; this home makes for an excellent location, perfect for commuters looking for a peaceful home base.The outdoor space is the star. The large porch with an outdoor fireplace is made for fall evenings, morning coffee, and hosting friends well into the cooler months. Beyond the porch, the flat lot of over 1.3 acres gives you space to garden, play, entertain, home animals, or build the backyard you’ve been picturing. The possibilities are wide open.Inside, the big-ticket work is done. Enjoy a brand-new septic, new windows, updated 200-amp electrical service, quartz countertops, updated heating system circulators, fresh interior paint throughout, and new drywall in the hallway and bedrooms. The next owner can move in with confidence instead of a to-do list.339 Boston Rd. offers real potential for expansion. Whether you need more space for a growing household, a home office, or a hobby area, the lot and layout give you room to make it your own over time.Sutton offers the charm and community feel of a small New England town, with commuter access that makes it practical. Come see why people stay here for years. 339 Boston Road is ready for its next chapter.

339 Boston Rd, Sutton

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