South Sudbury Homes for Sale

Welcome to South Sudbury, Massachusetts—a charming community nestled in the heart of Middlesex County. Known for its picturesque landscapes and a rich history that dates back to the 1600s, South Sudbury offers a unique blend of suburban tranquility and vibrant local culture. With its tree-lined streets, beautiful parks, and a welcoming atmosphere, this area is perfect for families, young professionals, and retirees alike.

South Sudbury is celebrated for its top-rated schools, making it an ideal location for families looking to provide their children with an exceptional education. The town is also home to an array of recreational opportunities, including hiking trails, sports fields, and community events that foster a strong sense of belonging. Residents can easily access the nearby Sudbury River, perfect for kayaking and fishing, or enjoy a stroll through one of the many scenic parks.

For those considering a move to this delightful region, there are a variety of homes for sale that cater to diverse tastes and budgets. From charming colonial-style houses to modern townhomes, South Sudbury's real estate market offers something for everyone. Many homes boast spacious yards, updated interiors, and easy access to local amenities, ensuring that you can enjoy both comfort and convenience.

Whether you're looking to settle down in a peaceful neighborhood or seeking a vibrant community filled with character, South Sudbury is the perfect place to call home. Explore the homes for sale today and discover the lifestyle that awaits you in this enchanting corner of Massachusetts!

Newest South Sudbury Homes for Sale

$2,099,000

4 Beds ⋅ 4 Baths ⋅ 73574894 MLS

This modern "energy-forward" efficient home features state-of-the-art Geothermal heating/cooling and integrated solar panels significantly reducing your operating costs & your carbon footprint! 23 Kato Drive is architecturally stunning and is the perfect example of a masterfully designed contemporary/colonial home. Quality craftsmanship abounds in this inspirational & expansive 4636 SF residence designed to embrace natural light, views while seamlessly connecting indoor and outdoor living. Sighted on a 1.38 acre lot providing treasured privacy, the grounds are lushly landscaped and offer a distant horizon view and a professional-grade putting green, a spacious patio and an entertainment sized deck! You'll love the wonderful floor plan, thoughtfully tailored to the flow and function of today's active families. The gorgeous Chef's kitchen boasts premier appliances, including Sub-Zero, Asko and Wolf appliances. A spectacular sun-drenched breakfast room boasting a dramatic vaulted ceiling and 18 windows offers easy access to the deck, patio and putting green. An impressive 19x16 family room serves as a stunning centerpiece, featuring a contemporary fireplace, custom built-ins, French doors and a wall of windows bringing the outside in. Celebrations are just the best in the large and lovely formal dining room. A 1st floor home office/music/media room with French doors for privacy is the perfect work-from-home space! The dramatic 2 story-foyer with walls of windows is both visually stunning and effortlessly elegant. The second floor of this fine home offers a inviting flex space with built in bookcases, perfect for reading or watching TV. The Primary suite is an expansive and gracious sanctuary featuring two large walk-in closets and a luxurious "spa-inspired" designer bathroom! Three spacious bedrooms (one is en-suite) and a 19x12 bonus rm that's excellent flex space or perfect as a guest bedroom! The walk-out lower level provides generous space, natural light, and is adaptable to your specific needs. Access the best mudroom area that you've ever seen from the 2nd front entrance or the huge three car garage! Fabulous location, minutes to everything!

23 Kato Drive, Sudbury

Listing courtesy of Listing Agent: Rosemary Comrie from Listing Office: Comrie Real Estate, Inc..

$1,349,900

4 Beds ⋅ 2 Baths ⋅ 73574878 MLS

Dont miss this rare opportunity to own an authentic 1965 Deck House, an iconic Mid-Century Modern contemporary celebrated for its timeless post & beam architecture and dramatic connection to nature. Privately nestled on 1.47 wooded acres on a peaceful cul-de-sac street, this impressive home welcomes you with an idyllic woodland lot and stunning natural surroundings. Inside, soaring vaulted & beamed ceilings, expansive walls of glass, rich wood detailing & an open floor plan create an extraordinary sense of light and space. The breathtaking living room is the architectural centerpiece, featuring a striking interior balcony overlooking the lower level while dramatic 2-story wall of windows frame beautiful wooded views blurring the line between indoors & out. The spacious family room offers ample flex space, wood stove, oversized picture windows & direct walkout access to the backyard, making it an ideal gathering space for entertaining or relaxing. The updated kitchen with granite countertops and stainless appliances is a chefs dream and flows seamlessly into the oversized dining area, preserving the home's signature architectural character. Offering 4 bedrooms, 2 full baths, central air, a walkout lower level & attached 2-car garage with workshop area, this home combines iconic design with everyday functionality. A true architectural treasure offering the warmth, craftsmanship & enduring style that have made Deck Houses highly sought after for generations! NEW septic system installed August 2026!

23 Pilgrims Path, Sudbury

Listing courtesy of Listing Agent: Dana Aaron from Listing Office: Comrie Real Estate, Inc..

$2,149,000

5 Beds ⋅ 4 Baths ⋅ 73534661 MLS

Rare opportunity in South Sudbury's coveted Cutler Farm cul-de-sac neighborhood! This exceptional home blends neighborhood charm with private tranquility and offers both first- and second-floor primary bedroom options, providing flexibility to suit a variety of lifestyles.. A welcoming two-story foyer opens to a living room with a gas fireplace and a spacious dining room with a butler's pantry. The open-concept custom kitchen with a large island, high-end appliances, and dining area flows seamlessly into an inviting family room with a beautiful stone fireplace-ideal for entertaining. An expansive screened-in porch extends the living space throughout the warmer months. The main-level primary suite is a true retreat with a spa bath and private deck with hot tub. Upstairs features four generous bedrooms (second primary, if desired) with en-suite and Jack-and-Jill baths, plus a home office loft. The walk-out lower level offers a play area, game room with bar, bonus room/home office, workout room, workshop, and ample storage. The beautiful grounds provide access to Sudbury Valley scenic trails and Loring Elementary School. This home is ideal for multigenerational living and entertaining. Located minutes to shopping, dining, and Routes 9, 30, 20, and the Mass Pike (90) making commuting to Boston and beyond effortless. This is 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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