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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..

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..

102 Concord Road, Sudbury
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 73587440 MLS
A rare opportunity to own a remarkable piece of Sudbury history. Nestled on nearly 2 acres in the highly desirable King Philip Historic District, this distinctive property seamlessly blends antique charm with modern living. The antique portion of the home, known as the Darling House, dates back to 1700 and has been owned by the Burns family. Rich in character and history, it incorporates structures that originally served as a boot shop on Route 20 and a residence in Sudbury Center. Both moved to the current location and joined together more than 150 years ago, the antique section features wide pine floors, some crafted from wood salvaged after the historic Wayside Inn fire of 1965. The antique spaces include four separate rooms/buildings, a fieldstone basement, and second-floor areas in portions of the structure. While currently unheated and without running water, these unique spaces offer endless possibilities for an artist's studio, home office, workshop, gallery, or preservation project. In 1992, a spacious almost 4,000sq. ft. addition was thoughtfully constructed and connected to the antique home, creating the perfect balance of historic character and modern comfort. The addition features an open-concept first floor ideal for entertaining, holiday gatherings, and everyday living. A sun-filled heated sunroom overlooks the property and provides year-round enjoyment. The first floor also includes a kitchen and full bath and connects to the original antique home. Upstairs, the generous primary suite offers a private bath, joined by two additional bedrooms, another full bath, and a convenient second-floor laundry room. There is a walk up attic that offers lots of potential. The second level also provides access to the antique section of the home. This one-of-a-kind property offers the rare chance to enjoy modern amenities while stewarding a treasured piece of Sudbury's past. A truly special home for history enthusiasts, creatives, and anyone seeking something extraordinary. Walking distance to downtown Sudbury restaurants and shopping. A true gem! Roof 2020. Furnace 2022 in main house. Oil tank in main house 2025. Exterior painted 2019.

102 Concord Road, Sudbury

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

16 French Rd, Sudbury
$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.

45 Bent Rd, Sudbury
$1,325,000
4 Beds ⋅ 4 Baths ⋅ 73578494 MLS
OPEN HOUSE CANCELLED Beautifully sited on an expansive, level lot in a desirable neighborhood, this fabulous 4-bedroom, 3.5-bath home offers an exceptional blend of comfort, style, and versatility. A bright and airy open floor plan is enhanced by hardwood floors and large windows that fill the home with natural light. At the heart of the home, the inviting fireplaced family room features custom built-ins and flows effortlessly into the dining room and kitchen. Granite countertops, stainless steel appliances, and a center island create a kitchen that is both functional and welcoming. The skylit sunroom provides a wonderful setting for relaxed gatherings, while the deck and spectacular “Field of Dreams” backyard invite outdoor enjoyment. A formal living room with French doors offers flexibility for a home office, library, or additional entertaining space. A main-level full bath adds convenience. Upstairs, the spacious primary suite is a true retreat, with vaulted ceilings, a private balcony, a spectacular fully remodeled bath, and two dreamy walk-in closets outfitted with custom closet systems. Three additional hardwood-floored bedrooms and a second-floor laundry room complete the upper level. The finished lower level offers versatile space for a game room, media room, or recreation area. Ideally located near Whole Foods, the Bruce Freeman Rail Trail, restaurants, and a host of amenities.

45 Bent Rd, Sudbury

Listing courtesy of Listing Agent: Sirota Hudgins Team from Listing Office: Gibson Sotheby's International Realty.

23 Pilgrims Path, Sudbury
$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..

52 Hickory Rd, Sudbury
$825,000
3 Beds ⋅ 2 Baths ⋅ 73574255 MLS
Opportunity knocks to own nearly an acre in one of Massachusetts’ highest-ranked school districts, tucked into a quiet, picturesque Sudbury neighborhood while still being close to everything.Welcome to 52 Hickory Road, a light-filled 3-bedroom, 2-bath home offering nearly 2,000 square feet of inviting living space. Soaring vaulted ceilings create an impressive great room filled with natural light, while a cozy fireplace sets the scene for cooler New England evenings. A charming breakfast nook, screened-in porch, and flexible living and dining spaces make the home equally suited for everyday life and entertaining.The spacious primary suite features a walk-in closet, while a dedicated office and additional finished lower-level space provide flexibility for working from home.Outside, nearly an acre surrounded by mature landscaping offers privacy, space, and plenty of room to grow for years to come. Enjoy the home exactly as it is today, while having the space and flexibility to explore a future addition or expansion as your needs evolve. There’s room for gardens, play, entertaining, and creating an outdoor space that truly feels like your own.All of this is less than a mile from Whole Foods, restaurants, shopping, and everyday conveniences, with easy access to Boston. A rare opportunity to have the neighborhood, land, schools, and lifestyle you’re looking for, with the ability to make the property your own for years to come. This opportunity doesn't come often in Sudbury!

52 Hickory Rd, Sudbury

Listing courtesy of Listing Agent: The Bramhall Team from Listing Office: Churchill Properties.

82 Old Garrison Rd, Sudbury
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 73571809 MLS
Once in a blue moon, an estate comes to market that is truly unlike anything else. Custom built and set amid magnificent gardens inspired by the landscapes of Europe, Japan, and Morocco, 82 Old Garrison Road in Sudbury is a remarkable expression of architecture, artistry, and nature. Reimagined and reconstructed in 2004, this architecturally distinctive contemporary estate offers four bedrooms, four baths, and more than 4,500 square feet of living space, privately set on approximately five beautifully cultivated acres. Designed to create a seamless connection between indoors and out, the home unfolds through light-filled living spaces, walls of glass, and unexpected architectural moments, each framing a different view of the surrounding landscape. At the heart of the property are gardens cultivated over many years as a true labor of love. Meandering paths lead through an ever-changing landscape of specimen plantings, perennial gardens, tranquil water features, intimate gathering spaces, a small orchard, and a greenhouse. Around each turn is something new to discover, creating an experience that feels worlds away while remaining in the heart of Sudbury. The grounds are equally suited to relaxation and entertaining, with an in-ground pool surrounded by lush plantings and multiple outdoor spaces that invite long afternoons, quiet mornings, and memorable gatherings beneath the open sky. Inside, the home is warm, sophisticated, and wonderfully individual. Expansive windows bring the gardens into nearly every room, while thoughtfully designed living and entertaining spaces reflect the same creativity found throughout the grounds. The flexible layout provides versatile accommodations for residents and guests, complemented by distinctive spaces for dining, gathering, working, and retreat. A three-car garage, whole-house generator, metal roof, warm cedar-shingle exterior, and expansive ipe decking add substance and practicality. Set within Sudbury’s storied Wayside Inn Historic District, the property feels remarkably removed while remaining connected to the heart of town. More than a home, 82 Old Garrison Road is a private world unto itself, shaped by imagination and an extraordinary appreciation for beauty. For the discerning buyer seeking privacy, originality, and a property that simply cannot be replicated, this is a rare opportunity to become the next steward of one of Sudbury’s most distinctive estates.

82 Old Garrison Rd, Sudbury

Listing courtesy of Listing Agent: Peace Nguyen from Listing Office: Engel & Volkers Wellesley.

80 Pokonoket Ave, Sudbury
$1,689,000
5 Beds ⋅ 4 Baths ⋅ 73512551 MLS
Beautifully designed and professionally decorated center-entrance Colonial blending timeless elegance with modern luxury, nestled in one of Sudbury’s most convenient neighborhoods. Fully renovated in 2006 with the expertise of a renowned architect, interior designer, and landscape architect this home offers outstanding indoor and outdoor living. The interior features a spacious kitchen with a large center island, an impressive suite of high-end appliances including a warming oven and refrigerator and freezer drawers built into the island along with a generous dining area. A front-to-back living room with fireplace, dining room, and private office/den with a wet bar provide elegant spaces for entertaining and everyday living. The inviting family room, highlighted by a fireplace and charming window seats, flows seamlessly into an enclosed three-season porch, creating a warm and welcoming retreat for relaxing, gathering, and enjoying the changing seasons. Upstairs offers 5 spacious bedrooms, including an en-suite bedroom. The luxurious primary suite features a hallway, full bath, and custom built-ins. A mudroom and finished walkout lower level add everyday convenience and flexibility. Outside offers a farmer's porch, sports court, bluestone patio featuring a built-in grill and refrigerator, and an expansive deck. Impeccable landscaping with accent lighting completes the picture, delivering exceptional curb appeal. Located just minutes from top-rated schools, shopping, dining, the Rail Trail, and major commuting routes. Driveway is located on Hillside Place which is a private cul-de-sac.

80 Pokonoket Ave, Sudbury

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

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