South Sudbury Homes with Colonial Style

Welcome to South Sudbury, a picturesque gem nestled in the heart of Middlesex County, Massachusetts. Known for its rich history, vibrant community, and stunning natural landscapes, South Sudbury offers a perfect blend of suburban charm and modern amenities. With its tree-lined streets, scenic parks, and top-rated schools, this area is ideal for families, young professionals, and retirees alike.

One of the architectural highlights of South Sudbury is its beautiful Colonial-style homes. These timeless residences reflect the elegance and craftsmanship of a bygone era, characterized by their symmetrical facades, classic gable roofs, and inviting front porches. Many of these homes boast spacious interiors, featuring hardwood floors, detailed moldings, and large windows that fill the spaces with natural light. Whether you're seeking a cozy family home or a grand estate, South Sudbury's Colonial-style properties offer a unique charm that captures the essence of New England living.

In addition to its stunning homes, South Sudbury is rich in recreational opportunities. Residents can enjoy a variety of outdoor activities in the nearby conservation areas, such as hiking, biking, and picnicking. The town's commitment to preserving its natural beauty is evident in its well-maintained parks and trails, making it a haven for nature lovers.

With its blend of historical elegance, community spirit, and natural beauty, South Sudbury is not just a place to live—it's a place to thrive. Explore the Colonial homes that define this enchanting region and discover the perfect backdrop for your life’s next chapter. Welcome to South Sudbury, where history meets home!

Newest South Sudbury Homes with Colonial Style

$1,275,000

4 Beds ⋅ 2 Baths ⋅ 73579180 MLS

Just imagine coming home to your own private country retreat, surrounded by more than 8 acres of lush, picturesque grounds in the highly sought-after Wayside Historic District. If you love the scenic beauty and feel of Vermont, you'll appreciate the similar character here—without giving up proximity to Boston. This exceptional 3,400+ sq. ft. property offers a rare combination of timeless character, generous living space, and peaceful country living, all within easy reach of everyday conveniences. Inside, the inviting floor plan features a recently updated kitchen, 4 bedrooms, 2 full baths, and a spectacular cathedral-ceiling family room which is the heart of the home; features a wood burning stove, cozy window seat and dramatic wall of floor-to-ceiling windows and French doors that flood the room with natural light. Elegant living and dining rooms provide wonderful spaces for entertaining. Step outside and discover spaces designed for enjoying many seasons. The charming screened porch and beautiful red brick patio are the perfect spots for morning coffee, afternoon relaxation, or lingering summer evenings with friends. Garden enthusiasts will appreciate the greenhouse, while the expansive grounds offer endless possibilities for gardening, recreation, gatherings, or simply enjoying the peace and privacy of this special property. The finished basement adds valuable flexible space for hobbies, play, exercise, or recreation. In addition, an oversized heated two-car garage provides abundant storage and workspace, while the impressive great room above offers endless possibilities as a studio, home office, creative space, or recreation room. Mature trees, flowering gardens, stone walls, rustic landscaping, and woodland surroundings create an enchanting backdrop and a sense of privacy rarely found. Conveniently located near Route 20, shopping, restaurants, and the rail trail, this is more than a home—it’s a place to slow down, entertain, garden, explore, and savor the beauty of every season.

16 French Rd, Sudbury

Listing courtesy of Listing Agent: Anne Hincks from Listing Office: Keller Williams Realty Boston Northwest.

$2,195,000

5 Beds ⋅ 5 Baths ⋅ 73572330 MLS

Gracious living and thoughtful design come together in this exceptional Colonial in South Sudbury's Cutler Farm neighborhood. Offering 6,019 square feet across three finished levels, this five-bedroom, four-and-a-half-bath home pairs elegant architectural details with comfortable spaces for everyday living. At the heart of the home, the chef's kitchen features upgraded cabinetry, stone countertops, stainless steel appliances and hardwood flooring. A breakfast bar offers a welcoming spot for casual meals and conversation, while pendant and recessed lighting complement the open layout. The adjoining flow of living and dining spaces makes entertaining effortless, with an elegant dining room accented by wainscoting and crown molding.The inviting living room showcases a fireplace, hardwood floors, French doors and crown molding—a beautiful setting for conversation or a quiet evening. The dramatic two-story family room offers another gathering space, with soaring ceilings, Palladian windows and a gas fireplace. A home office with detailed millwork and a year-round sunroom complete the main level.All four upstairs bedrooms are together on the second floor, reached by front and rear staircases. The expansive 24-by-24-foot primary suite is a private retreat with vaulted ceilings, hardwood floors, picture windows and three walk-in closets. Its spacious en suite bath features a double vanity, stone countertops, a whirlpool soaking tub, tiled finishes and a picture window. Three additional generously sized bedrooms, each with a double closet, and two full baths complete this floor.The finished walk-out lower level includes a media room with gas fireplace, game room, fifth bedroom currently used as a gym, full bath, wine cellar and second office area with access to the patio. Accessory Apartment with complete kitchen and living room complete this amazing home. Set on 4.82 professionally landscaped acres on a cul-de-sac, the property borders conservation land for added privacy. A circular drive and porte-cochere provide a distinctive welcome, while a wood deck and patio invite outdoor dining and relaxation. Irrigation, decorative exterior lighting and an attached three-car garage complete this exceptional setting.

28 Cutler Farm Rd, Sudbury

Listing courtesy of Listing Agent: Catherine Bassick from Listing Office: Douglas Elliman Real Estate.

$1,975,000

4 Beds ⋅ 4 Baths ⋅ 73534661 MLS

Rare opportunity in South Sudbury's coveted Cutler Farm cul-de-sac neighborhood! Set on an extraordinary 6.25-acre estate with 6,068 square feet of living space, this exceptional property offers the perfect blend of neighborhood charm, privacy, tranquility, and breathtaking natural beauty. Surrounded by stunning grounds and scenic woodland views, the home provides a peaceful retreat while remaining conveniently close to top local amenities. A welcoming two-story foyer opens to a gracious living room with a gas fireplace and a spacious dining room with a butler's pantry. The open-concept custom kitchen features a large center island, high-end appliances, and a dining area that flows seamlessly into the inviting family room with a striking stone fireplace, creating an ideal space for everyday living and entertaining. An expansive screened porch extends the living space and offers the perfect setting to enjoy the peaceful surroundings throughout the warmer months. The main-level primary suite is a luxurious retreat with a spa-inspired bath and private deck with hot tub. Upstairs, four generously sized rooms provide exceptional flexibility, including a potential second primary suite, along with en-suite and Jack-and-Jill baths and a lofted home office. The walk-out lower level offers a play area, game room with bar, home office/bonus room, fitness room, workshop, and abundant storage.The spectacular grounds provide direct access to the Sudbury Valley scenic trail network and Loring Elementary School, creating a unique connection to nature while preserving the privacy and serenity of this remarkable property. Ideal for multigenerational living, entertaining, or simply enjoying a peaceful lifestyle, this home offers a rare combination of space, flexibility, and setting. Conveniently located just minutes from shopping, dining, and Routes 9, 20, 30, and the Mass Pike, commuting to Boston and beyond is effortless.A truly special estate offering luxury, privacy, and tranquility in one of Sudbury's most desirable locations. A must-see!

36 Cutler Farm Road, Sudbury

Listing courtesy of Listing Agent: Susan Smith from Listing Office: Coldwell Banker Realty - Sudbury.

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South Sudbury Homes with Colonial Style

Newest South Sudbury Homes with Colonial Style

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