Sudbury Real Estate

Sudbury Real Estate

Welcome to Sudbury, a charming town located in Middlesex County, Massachusetts. Known for its picturesque landscapes and rich history, Sudbury offers residents a perfect blend of small-town charm and modern amenities.

Sudbury is a vibrant community with a strong sense of community spirit. The town is home to top-rated schools, making it an ideal place for families to settle down. With a variety of recreational activities available, from hiking trails to local parks, Sudbury provides plenty of opportunities for outdoor enthusiasts to explore and enjoy nature.

History buffs will appreciate Sudbury's historical sites, including the Wayside Inn, which dates back to the 18th century and is the oldest operating inn in the country. The town also boasts a rich agricultural heritage, with several working farms and farmers' markets where residents can purchase fresh, locally grown produce.

Sudbury's real estate market offers a mix of historic homes and modern properties, providing options for buyers with diverse tastes and preferences. Whether you're looking for a cozy colonial-style home or a spacious contemporary residence, Sudbury has something to offer for everyone.

Come and experience the beauty and charm of Sudbury. With its strong sense of community, top-notch schools, and beautiful surroundings, Sudbury is a wonderful place to call home.

Newest Listings in Sudbury

36 Cutler Farm Rd, Sudbury
$1,975,000
5 Beds ⋅ 4 Baths ⋅ 73599342 MLS
Privately sited on more than six picturesque acres, this custom-built stucco residence offers an exceptional combination of architectural presence, generous living spaces, and a beautiful natural setting. Sweeping lawns, mature woodlands, and lovely gardens create a wonderful sense of privacy, while remaining just moments from Sudbury's shops, restaurants, and recreational amenities, and a short stroll to the elementary schools.A gracious two-story foyer introduces interiors defined by soaring ceilings and an abundance of natural light. The elegant dining room and dramatic two-story living room, highlighted by an impressive fireplace, create a wonderful setting for both formal entertaining and everyday living. At the heart of the home, an expansive gourmet kitchen with center island and generous dining area opens seamlessly to the inviting family room, featuring a striking fieldstone fireplace and soaring cathedral ceilings. French doors lead to a spectacular screened porch, an idyllic setting for outdoor dining and relaxed enjoyment of the surrounding landscape.The first-floor primary suite offers a private retreat, complete with spacious walk-in closets and a beautifully appointed, spa-inspired bath. The second floor features three spacious bedrooms, each with a full bath, along with a versatile bonus room ideal for a home office or additional bedroom.The walkout lower level provides exceptional additional living space, including a wonderful recreation room with bar, exercise room, and flexible areas for entertaining and relaxation.A special offering of quality custom construction, impressive scale, and an extraordinary private setting, this residence presents a rare opportunity to enjoy the very best of Sudbury living.

36 Cutler Farm Rd, Sudbury

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.

279 Maynard Road, Sudbury
$1,299,000
4 Beds ⋅ 4 Baths ⋅ 73599190 MLS
Welcome to this nicely updated contemporary split-level home, thoughtfully designed to capture abundant natural light and offer comfortable, spacious living. Featuring an open floor plan and numerous updates throughout, this home blends warmth, functionality, and entertaining space. Recent improvements include amazing two room addition which includes huge mud room, interior paint, numerous windows, updated kitchen countertops, stainless steel appliances, newer garage doors, driveway improvements, and energy-efficient ENERGY STAR boiler and hot water heater. Beautiful moldings and hardwood floors add charm and character throughout. The home offers four spacious bedrooms and three full and one half bathrooms, including a desirable first-floor in-law suite or private primary bedroom with a full bath. Enjoy the fireplaces in the dramatic great room with vaulted ceilings, and an eat-in kitchen perfect for everyday gatherings. The fabulous sunroom, featuring soaring vaulted ceilings, provides the perfect place to relax while overlooking the spectacular private backyard. A large lower level entertainment room offers even more space for family fun, movie nights, or hosting guests. Step outside to your own private retreat! The beautifully landscaped grounds feature mature plantings, charming stone walls, decorative outdoor lighting, pool, and a circular driveway that adds convenience and curb appeal. With its generous living spaces, versatile floor plan, thoughtful updates, and exceptional outdoor amenities, this home offers the perfect setting for comfortable everyday living and memorable entertaining. A wonderful opportunity to enjoy space, privacy, and natural beauty! Right down the road from award winning Fairbank playground and town center!

279 Maynard Road, Sudbury

Listing courtesy of Listing Agent: The Semple & Hettrich Team from Listing Office: Coldwell Banker Realty - Sudbury.

52 Colonial Rd, Sudbury
$749,900
3 Beds ⋅ 3 Baths ⋅ 73598873 MLS
Beautifully loved and cherished for many years, this inviting home offers warmth, character, and wonderful potential in a desirable Sudbury neighborhood! Step inside to a welcoming foyer with an ideal mudroom area and generously sized closet, perfect for keeping everyday life organized. This level also features a convenient half bath and laundry room. A few steps up lead to the main living level, where a bright and functional kitchen offers ample cabinetry, built-ins, stainless steel appliances, and a comfortable eat-in area. The formal dining room features gleaming hardwood floors and a charming fireplace, adding warmth and character to the space. Just a step down, the stunning family room is sure to impress with its soaring cathedral ceilings, expansive picture window, slider, and beautiful hardwood floors. Natural light fills this inviting space, creating a wonderful atmosphere for relaxing and gathering with family and friends. The second floor offers a spacious primary bedroom with an en-suite half bath, two additional bedrooms, all featuring beautiful hardwood floors, and a full bathroom. The lower level provides even more possibilities, with a partially finished basement featuring a fireplace, along with additional unfinished space offering excellent storage. Bring your vision and ideas to make this flexible space your own! Set on a lovely dead-end street in a beautiful neighborhood, this home offers a wonderful combination of privacy and convenience. Enjoy being just minutes from shopping, restaurants, charming downtown Sudbury, and the popular Bruce Freeman Rail Trail. A wonderful opportunity to make this well-loved home your own, add your personal touches, and create lasting memories for years to come!

52 Colonial Rd, Sudbury

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

28 Cutler Farm Road, Sudbury
$2,195,000
5 Beds ⋅ 6 Baths ⋅ 73597256 MLS
Seller has an assumable loan that can be transferred to the buyer.Some homes you tour. This one you feel from the moment you turn down the drive. Privately set at the end of a long, winding driveway in coveted Cutler Farm, 28 Cutler Farm Road offers something increasingly rare: the warmth of an established neighborhood paired with the seclusion of a true estate. Nearly five professionally landscaped acres surround the home with mature plantings, curated gardens, seasonal color, and exceptional privacy—all just minutes from Sudbury’s schools, shopping, recreation, and commuter routes.A circular drive and porte-cochere welcome you to a dramatic foyer, introducing more than 6,000 square feet of living space across three finished levels. Designed for both everyday comfort and memorable entertaining, the open floor plan is distinguished by impressive scale, abundant natural light, and thoughtful craftsmanship.The main level centers around a soaring two-story family room with Palladian windows and a gas fireplace. The open dining room and chef’s kitchen create an inviting setting for gatherings of every size, while a handsome private office provides an ideal work-from-home retreat. Front and rear staircases enhance the home’s effortless flow. The sun-filled, year-round solarium brings the outdoors in and is certain to become a favorite place to relax in every season.Upstairs, the expansive primary suite features hardwood floors, soaring ceilings, a luxurious bath, and three walk-in closets. Three additional bedrooms and two full baths provide comfortable, flexible accommodations.The walk-out lower level extends the home’s exceptional versatility with a media room and gas fireplace, game and exercise space, guest accommodations with a full bath, a second office, and a climate-controlled wine cellar. Sliding doors open directly to the patio and private grounds.Outside, a spacious deck overlooks beautifully maintained gardens and 4.86 acres offering room to gather, garden, play, or simply enjoy the quiet. A three-car garage and a 2015 roof add practical peace of mind. Updated heating and cooling systems, smart thermostats, built-in speakers, security and irrigation systems, refreshed interiors, and extensive recent painting make this remarkable property ready for its next chapter.Come experience the privacy, scale, and effortless elegance that make Cutler Farm one of Sudbury’s most coveted addresses.

28 Cutler Farm Road, Sudbury

Listing courtesy of Listing Agent: Catherine Bassick from Listing Office: Corcoran Property Advisors.

9 Howell Rd, Sudbury
$629,000
2 Beds ⋅ 1 Baths ⋅ 73595646 MLS
Hello! To your opportunity to move into Sudbury! Great schools and fantastic town! Perfectly move-in ready and beautifully maintained. This charming ranch is ideally located in sought after neighborhood! A wonderful opportunity for first-time buyers, down-sizers,  anyone seeking the ease of one-level living, or a great rental for an investor! This inviting 2-bedroom home offers the perfect blend of style, comfort, and functionality—and an excellent alternative to condo living. The sun-filled open floor plan features a beautifully updated kitchen with granite countertops, new stainless-steel appliances, a center island, and an abundance of updated cabinetry. A cozy fireplace in living room, open to the kitchen, separate dining area and an updated full bath add to the home’s appeal. Step outside on to the patio overlooking the almost half-acre level lot, offering plenty of green space for outdoor enjoyment, entertaining, or future possibilities. A detached garage, partially finished basement, and bonus storage space in basement provide flexibility and ample room for storage, hobbies, or potential future expansion! Meticulously maintained and thoughtfully updated, new exterior paint and updated beautiful large windows. This home offers modern convenience, easy living, and timeless appeal in one of Sudbury’s most desirable communities. Easy trip to Sudbury’s downtown with great restaurants and shopping! Great commuting location!

9 Howell Rd, Sudbury

Listing courtesy of Listing Agent: The Semple & Hettrich Team from Listing Office: Coldwell Banker Realty - Sudbury.

24 Washbrook Road, Sudbury
$769,900
4 Beds ⋅ 3 Baths ⋅ 73593499 MLS
Discover the charm of 24 Washbrook Road, a well-loved single-family residence situated on a cul de sac in a quiet, desirable Sudbury neighborhood. This expansive raised ranch offers a timeless silhouette and an inviting atmosphere, providing a solid foundation for your next chapter. The heart of the home is the living room, designed for both comfort and display. Featuring rich hardwood flooring underfoot, the space is anchored by a traditional fireplace that provides a central focal point, while built-in shelving offers an elegant solution for showcasing your personal library or curated decor. The kitchen, while functional, is quite retro and presents an opportunity to put your own plan into play, possibly opening into the formal dining room for an open-concept entertaining space. A large family room with another fireplace adds space for a game room, man or woman cave, or kids play space, your choice! Beyond the main living areas, the home provides four bedrooms and two full bathrooms, along with a convenient half-bathroom to accommodate guests and daily routines. The exterior footprint spans a generous 30,056-square-foot lot, allowing for ample outdoor space, and the property includes a two-car built-in garage that provides seamless access and protected vehicle storage. With its thoughtful layout and refreshed interiors, this home is prepared to welcome you today—come take a look and see how you can experience the comfort of this wonderful home!

24 Washbrook Road, Sudbury

Listing courtesy of Listing Agent: Michelle Quinn from Listing Office: Insight Realty Group, Inc..

122 Prides Crossing Rd, Sudbury
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 73591880 MLS
Showing begin at public open house 10/17 @1:00pm Location, location, location! This exceptional 5+ acre equestrian property offers a rare opportunity to enjoy your own private homestead in a peaceful, nature-filled setting. A true "Gentleman's Farm". Set within this idyllic setting is a beautiful Colonial with a modern farmhouse aesthetic, filled with warmth, character, and custom country details throughout. The front to back living and family rooms provide wood burning fireplaces and inviting spaces for gathering, while the formal dining room offers the perfect setting for entertaining. The thoughtfully designed kitchen is truly the heart of the home, featuring stainless steel appliances, a handcrafted wood vent hood, subway tile backsplash, italian tile accent wall over the range, built-in desk, and charming tin ceiling. A bright, sunny breakfast room leads to the brand-new composite deck as well as additional living space with radiant heat and direct access to the stone patio, creating a wonderful connection between indoor and outdoor living. The second floor offers a spacious primary bedroom with walk-in closet and full bath, plus 3 generous-sized bedrooms and full bathroom. New carpeting throughout. The heated basement offers tremendous storage and could easily be converted to additional living space. A heated 2car garage plus additional 3rd bay provides room for a boat, equipment, or all your "toys with small engines." Beyond the home, the property offers endless opportunities to embrace the country lifestyle. Featurning a 3 stall barn with paddock and riding trails, tending to the vegetable garden, gathering fresh eggs from the chicken coop, keeping bees, riding the trails with motorized toys or simply relaxing and taking in the beauty and privacy of your surroundings. A rare combination of land, character, equistrian amenities, and timeless New England charm, this is truly a special place.

122 Prides Crossing Rd, Sudbury

Listing courtesy of Listing Agent: Libby Hamill from Listing Office: Berkshire Hathaway HomeServices Stephan Real Estate.

103 Puritan Lane, Sudbury
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 73589165 MLS
An oasis of calm awaits at 103 Puritan Way in Sudbury, MA. This true mid-century modern Deck House features spectacular walls of windows, vaulted beamed ceilings, and an open floor plan designed to inspire and bring the outside in! Beautifully sited on 1.5+ acres, the mature, private lot offers complete serenity and abundant sunshine for gardening. With nine rooms, four bedrooms and two full bathrooms, this home effortlessly accommodates modern family living. Classic Deck House details shine throughout, including signature mahogany stairs, mahogany custom trim and a fabulous entertainment-sized screened porch perfect for three-season gatherings.The main level invites you to curl up with a book by the fire in the dramatic 27x14 living room with walls of glass, or host holidays in the banquet-sized dining room featuring seamless kitchen and outdoor flow. Working from home is a pleasure in the first-floor (den) or bonus room, complete with sliders to the deck and inspirational backyard views. Downstairs, a wall of picture windows illuminates the 24x13 fireplaced family room, where sliders open directly to the yard for easy backyard fun and games. The home’s flexible layout provides two bedrooms and a full bath on each level—an ideal setup for extended family or overnight guests. Recently painted inside and out, the interior presents a crisp, neutral canvas highlighted by hardwood and tile flooring, built-in bookcases and ample wall space for an art collection. Additional updates include a newer septic system (approx. 5 years young) with a brand-new septic tank installed in September. Located in a quiet cul de sac neighborhood, this exceptional property is just minutes from town shopping, restaurants and the library. A gardener’s paradise!

103 Puritan Lane, Sudbury

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

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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