South Sudbury Real Estate

Welcome to South Sudbury, a charming region nestled in Middlesex County, Massachusetts. Known for its picturesque landscapes and vibrant community, South Sudbury offers a perfect blend of small-town charm and modern conveniences.

Residents of South Sudbury enjoy easy access to the bustling city of Sudbury, where a variety of shopping, dining, and entertainment options await. The region is also renowned for its top-rated schools, making it an ideal location for families looking to settle down.

Nature enthusiasts will appreciate the abundance of outdoor recreational opportunities in South Sudbury. Explore the scenic trails at Great Meadows National Wildlife Refuge or spend a relaxing day by the Sudbury Reservoir. With its lush green spaces and tranquil atmosphere, South Sudbury is a haven for those seeking a peaceful retreat from the hustle and bustle of city life.

Whether you're looking to buy a new home or simply explore the beauty of South Sudbury, this region has something to offer for everyone. Come and discover the unique charm and beauty of South Sudbury – where small-town living meets modern convenience.

Newest Listings in South Sudbury

$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..

$995,000

2 Beds ⋅ 3 Baths ⋅ 73573125 MLS ⋅ ['Grouse Hill'] BLDG.

Truly one of a kind, this light-filled end unit in Sudbury’s coveted Grouse Hill 55+ community offers exceptional space, custom details and effortless, move-in-ready living. The dramatic living room features soaring cathedral ceilings, a gas fireplace and abundant natural light. It flows seamlessly into the spacious dining room, where a magnificent custom eight-foot built-in cabinet provides elegant storage and display space—perfect for entertaining. The uniquely designed cherry kitchen features granite countertops, upgraded KitchenAid appliances, an oversized Franke sink and an impressive six-foot island thoughtfully designed to serve as a comfortable dining table. The coordinating kitchen cabinetry incorporates a double pantry with convenient pullout shelving. The first-floor primary suite offers three windows, generous closet space and a spa-like bathroom with a double quartz-topped vanity and three Robern medicine cabinets. The gorgeous sunroom opens directly to a private stone patio with a dedicated gas line for grilling and an expansive, level green space. A half bathroom and separate laundry room with a custom countertop and stone flooring complete the main level. Upstairs are two additional rooms with closets, a spacious loft, a full bathroom with a granite countertop and a large unfinished storage room with a window. The massive basement also has windows and offers outstanding potential for future expansion or abundant storage. Additional highlights include four ceiling fans, 23 recessed lights, ample closet space and a tankless water heater. Convenient to Sudbury’s shopping, dining, recreation and major commuter routes, this meticulously maintained home is filled with custom touches. Nothing to do but move in and enjoy!

32 Old Framingham Rd Unit 8, Sudbury

Listing courtesy of Listing Agent: Sylvia Makarios from Listing Office: Coldwell Banker Realty - Westwood.

$1,850,000

73554572 MLS

14.5+ acres of extraordinary opportunity in the heart of Sudbury. Rarely does a parcel of this size, privacy, and natural beauty become available. Blanketed by mature woodlands and commanding expansive views of the surrounding landscape, this remarkable property offers exceptional flexibility for a variety of permitted uses. Whether as a private retreat, agricultural or equestrian property, recreational escape, conservation holding, or future investment, the possibilities are as impressive as the setting itself. Conveniently located just minutes from Sudbury's town center, excellent schools, shopping, dining, and major commuting routes, this is a rare chance to own one of the area's most significant land offerings.

781 Boston Post Road, Sudbury

Listing courtesy of Listing Agent: The Berkowitz Team from Listing Office: Keller Williams Boston MetroWest.

$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.

$379,000

73518189 MLS

RARE OPPORTUNITY to own in the highly sought-after Mill Brook Park Condominium II complex. Professional commercial condo featuring two joined units (3C & 3D) with a flexible, functional layout ideal for a variety of professional uses. The space includes multiple private offices, welcoming waiting/reception areas, and a floor plan designed to support client-facing operations or collaborative work. Additional highlights include assigned basement storage providing convenient extra space for files, inventory, or equipment. Well-suited for medical, legal, financial, consulting, or general office use. This is a great opportunity for owner-occupants or investors looking for a versatile commercial space in a professional setting. Current lease ends November 2026. Tenants have occupied the property for 10 years.

323 Boston Post Rd Unit 3C & 3D, Sudbury

Listing courtesy of Listing Agent: Sandra LoPilato from Listing Office: eXp Realty LLC - Corporate Office.

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