Browse All Sudbury MA 5 Bedroom Properties for Sale

Beautifully crafted home on a cul-de-sac/dead end road with high-end properties. The property to be built will be sited on a beautifully landscaped 1.38ac lot with sweeping views over a landscaped, private backyard area. The first floor features a chef's kitchen with large eat-in area and pantry, a large living/family room space, a formal dining room,study, mudroom and powder room as well as a front porch. The second level offers a master bedroom with walk-in closet and master bath, four family bedrooms and two additional full baths plus a laundry room. The unfinished walk-out basement offers varied creative options for expansion. A special home in Sudbury with its natural beauty, its walking trails, historic places and private residential areas, renowned schools and great shopping and only minutes from major routes into the cultural, science and business centers of Boston. The home will feature CATV, Comcast, Xfinity and Verizon FIOS.

35 Kato Drive, Sudbury

Listing courtesy of Listing Agent: Veronika Breer from Listing Office: Gibson Sotheby's International Realty.

$1,599,999

5 Beds ⋅ 4 Baths ⋅ 73545780 MLS

Timeless in character and ideally positioned in North Sudbury's sought-after Bowker neighborhood, 289 Willis Road offers the perfect blend of classic charm and modern comfort.This five-bedroom, 3.5-bath home welcomes you with a signature farmer's porch before opening into generous, light-filled living spaces anchored by three fireplaces and framed by French doors and windows throughout. Whether hosting family gatherings in the gourmet kitchen or enjoying a quiet evening, the versatile floor plan accommodates every occasion with ease.The back deck, one of several, overlooks a beautiful lawn which is ideal for outdoor entertaining throughout the year. In the front, a picturesque red barn offers additional character, storage, and future potential.This exceptional home is move-in ready and brimming with possibility. In a neighborhood filled with traditions such as the Halloween parade, Greenwood Club, and one of the top elementary schools, this is a special Sudbury opportunity.

289 Willis Rd, Sudbury

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.

$2,895,000

5 Beds ⋅ 5 Baths ⋅ 73540712 MLS

Set on 1.5 private acres at the end of a cul-de-sac, this estate offers a rare blend of architectural distinction, resort-style living + exceptional privacy.Remodeled by renowned Patrick Ahearn Architect LLC, this home features dramatic floor-to-ceiling windows, soaring ceilings, rich millwork + light-filled living spaces throughout.The spectacular backyard is unlike anything else, a private oasis centered around a heated Gunite pool, surrounded by nearly 3,000 sq. ft. of tiled patio, mature ornamental trees, perennial gardens + a fully equipped pool house with bath, changing rooms, kitchenette + multiple French doors opening directly to the pool. A detached two-car garage, attached three-car garage + paver motor court create a true estate feel.The updated chef’s kitchen features Wolf + Sub-Zero appliances, dual dishwashers + a full scullery.The 1,000 sq. ft. primary suite offers a sitting room with FP + sunroom overlooking the pool.This one-of-a-kind property defines exquisite!

15 Blandford Dr, Sudbury

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.

$2,299,000

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.

$2,398,900

5 Beds ⋅ 5 Baths ⋅ 73531815 MLS

Spectacular New Build with high end finishes, Anderson Windows, butler's pantry, soaking tub, coffered ceilings, Quartz counters & natural oak hardwood floors, open kitchen to family room with sliding glass doors out to composite deck. Beautiful views from highly desirable Willis Hills Estates! Contemporary Colonial, open floor plan with 5 bedrooms, 4.5 bathrooms, gas heat, and central air, 3 car garage with large (850sf) bonus room above that can be office space, 2nd master, approx. 1000sf partially finished basement with full bathroom, in-law space, or nanny space with separate entrance from garage, vaulted master suite, mudroom, laundry room on 2nd floor, back patio, 2 gas fireplaces, large composite deck, and much more! Sudbury is a charming and scenic historic town with #9 Boston Magazine 2023 rated high school in MA, located 20 miles west of Boston. BUYER'S AGENT BONUS $10,000 if closed by 09/30/2026. This checks all the boxes...COME SEE!!!

55 Widow Rites Ln, Sudbury

Listing courtesy of Listing Agent: Marilyn Freedman from Listing Office: Coldwell Banker Realty - Westwood.

$2,095,000

5 Beds ⋅ 5 Baths ⋅ 73530149 MLS

Set on a quiet cul-de-sac in one of Sudbury’s most desirable neighborhoods and backing to conservation land, this exceptional home offers privacy, elegance, and modern livability. A dramatic two-story foyer opens to sun-filled living spaces enhanced by custom millwork and built-ins. The chef’s kitchen flows into a fireplaced family room and oversized updated deck overlooking the backyard and pool. A private office with coffered ceiling and fireplace is ideal for working from home, while the formal dining room features raised paneling and custom details. The spacious primary suite offers a fireplace, private balcony, spa-like bath, and walk-in closet. Four additional bedrooms complete the second floor. The finished lower level provides flexible recreation space. Outdoor highlights include a fenced yard, bluestone patio, three-season porch, and stunning 20x40 heated pool with automatic safety cover, ozone system, gas heater, in-floor cleaning and sun shelf. Extensive updates throughout!

24 Thornberry Lane, Sudbury

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.

$2,100,000

5 Beds ⋅ 4 Baths ⋅ 73519365 MLS

OPEN HOUSE MONDAY 7/20, 3-5 PM.This distinguished single-family residence offers expansive living on a picturesque one-acre parcel in one of Sudbury's most idyllic neighborhoods. Highlights of this well-maintained property include an in-ground heated swimming pool with southern exposure, expansive outdoor entertaining area, beautifully renovated and well-appointed bathrooms, and a sun-filled kitchen with inset white cabinetry, ample storage, and high-end Wolf, Asko, Fisher Paykel & Sub-Zero appliances. Five well-proportioned bedrooms provide plenty of room for family and guests. To complement these are three full bathrooms and one-half bathroom. This exceptional home boasts maximum curb-appeal, a three-car garage, a circular drive, and finished lower-level recreation space. Atkinson Lane is within walking distance to Sudbury’s renovated community center and pool, and Haskell Sports & Recreation Fields, making this location a gem. Thoughtfully designed and simply beautiful!

51 Atkinson Lane, Sudbury

Listing courtesy of Listing Agent: Denise Garzone from Listing Office: William Raveis R.E. & Home Services.

$1,599,000

5 Beds ⋅ 5 Baths ⋅ 73518668 MLS

NEW PRICE! UNBELIEVABLE VALUE on this Stately Colonial in the heart of Bowker with a new circular drive (2023) offering 3 floors of sun filled living space with coffered ceilings, crown molding, wainscoting, & custom millwork. A two-story foyer leads to the stunning chef’s kitchen renovated in (2023) with high end appliances, Italian marble backsplash, coffee bar, & butler’s pantry, open to the family room with a gas fireplace & dining room with doors to the deck. The 1st floor includes a cherry office with built-ins & two desks, plus a living room that connects to a movie room & a Childrens Familyroom/Playroom. Upstairs, the primary suite features a walk in closet, spa like bath, & a private balcony, along with 3 additional bedrooms including one en-suite. The walk out lower level offers a 5th en-suite bedroom perfect for in-law or Au pair & a large mudroom to the 3 car garage, with expansion potential in the unfinished space.The yard provides a generous space for outdoor enjoyment!

5 Harvard Drive, Sudbury

Listing courtesy of Listing Agent: Rachel E. Bodner from Listing Office: Coldwell Banker Realty - Sudbury.

$1,459,000

5 Beds ⋅ 3 Baths ⋅ 73517996 MLS

This sun-splashed Colonial is sited on a lovely tree-lined street in North Sudbury. Space, flexibility, and exceptional natural light define this expansive home. Offering 5 bedrooms plus a fabulous lower-level walkout suite — NOT included in the square footage or room count — ideal for an in-law, au pair, or extended guest space, complete with a fireplaced living room, bedroom, full bath, laundry, mudroom, and abundant storage.A dramatic vaulted foyer introduces beautifully scaled living spaces, including a front-to-back fireplaced living room, formal dining room, and open kitchen/family room with dining area. A screened porch overlooks the deck and backyard, creating seamless indoor-outdoor living. A private office and powder room complete the main level.The second floor offers five bedrooms, including the en-suite primary with custom closets, plus a 24x16 bonus bedroom with built-ins and a separate staircase for exceptional flexibility.

167 Belcher Drive, Sudbury

Listing courtesy of Listing Agent: Lee Pagani from Listing Office: Coldwell Banker Realty - Wellesley.

$1,395,000

5 Beds ⋅ 4 Baths ⋅ 73514285 MLS

Rich in character and detail, the Bent House showcases period craftsmanship that blends historic charm with modern conveniences. The formal living room exudes a colonial feel with detailed fireplace and bookcases, while the formal dining features a classic built-in hutch. A warm & cozy sunroom brings the outdoors in. The stylish kitchen offers soapstone counters, a 6-burner chef's range, and stainless appliances and opens to the spacious family room with fireplace, built-ins and access to one of 2 outdoor patios. Be surprised by the primary suite with sitting area and fully updated bath. The 4 additional bedrooms, all of excellent size, are serviced by a lovely hall bath. The 2nd floor laundry offers convenience. Your guests can enjoy their own private suite in the lower level with kitchen area, updated full bath and separate access. The circa 1857 barn is finished for game room, office or gym. Spectacular grounds with mature plantings and outdoor spaces. A perfect in town-opportunity!

96 Hudson Rd, Sudbury

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

$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, 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.

80 Pokonoket Ave, Sudbury

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

$2,595,000

5 Beds ⋅ 7 Baths ⋅ 73490181 MLS

Located in one of Sudbury’s most coveted cul-de-sac neighborhoods, this magnificent French Manor estate offers over 8,000 square feet of exceptional quality and sophisticated design, showcasing exquisite architectural details throughout. Custom millwork, ornamental crown molding, and intricate ceiling details define the elegant interior, while manicured gardens frame views of the pool, spa, and cabana. The flexible floor plan offers the option for dual primary suites on the first and second floor, spacious bedrooms with en-suite baths, and 3 private home offices. Designed for both refined entertaining and comfortable living, the walk-out lower level features an au pair or in-law suite, wine cellar, home theater, wet bar with kitchenette, gym, sauna, steam shower, and bedroom with private bath. Meticulously maintained, with recent updates including newer roof, three newer HVAC systems, and fresh interior and exterior paint. Truly a timeless and gracious estate.

20 Cobblestone Place, Sudbury

Listing courtesy of Listing Agent: Elise Siebert from Listing Office: Gibson Sotheby's International Realty.

$1,720,000

5 Beds ⋅ 3 Baths ⋅ 73488286 MLS

A STATELY COLONIAL IN A SOUGHT-AFTER NEIGHBORHOOD! Boasting 4 LEVELS OF FINISHED LIVING SPACE! The 1ST FLOOR of this amazing HOME IS SPECTACULAR & features an entryway w/custom mill work, a living room w/built-in bookcases & a terrific fireplace, an updated kitchen w/CHEF LEVEL APPLIANCES & a brand NEW BATHROOM! The FINISHED PORCH off the kitchen is a fantastic retreat, offering pristine woodland views of the backyard! A set of French doors leads to a family room featuring a gas fireplace! The FINISHED 3RD FLOOR is a tremendous bonus space ideal for a playroom & home office! The FINISHED WALK OUT LOWER-LEVEL includes a grand mudroom off of the two-car garage, amazing for organized storage! Newly renovated exercise area in finished basement. Step out to the patio & enjoy the level backyard, complete w/terrific landscaping & mature plantings! In an established neighborhood w/ENOUGH ROOM FOR THE WHOLE FAMILY, this home offers EXCEPTIONAL LONG-TERM VALUE in a top-rated school system!

48 Chanticleer Road, Sudbury

Listing courtesy of Listing Agent: The Zur Attias Team from Listing Office: The Attias Group, LLC.

$2,350,000

5 Beds ⋅ 7 Baths ⋅ 73485001 MLS

19 Skyview Lane is beautifully sited on a quiet cul-de-sac in one of Sudbury's most sought-after neighborhoods. Thoughtfully updated and impeccably maintained, this exceptional home blends timeless New England charm with modern sophistication. Sun-filled interiors feature custom millwork, refined finishes, and an inviting floor plan designed for both everyday living and effortless entertaining. Expansive gathering spaces are complemented by a private primary suite in its own wing, while four of the five bedrooms offer en suite baths for exceptional comfort and privacy. Step outside to enjoy upper and lower decks, a spacious patio, and direct access to conservation land, creating a peaceful and picturesque setting. With quality craftsmanship, recent updates, and an ideal location near top-rated schools, scenic trails, shopping, dining, and commuter routes, this move-in-ready home offers an exceptional lifestyle in the heart of Sudbury.

19 Skyview Lane, Sudbury

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD - Wellesley.

$2,499,000

5 Beds ⋅ 6 Baths ⋅ 73484780 MLS

New Construction, to be built on final lot in established neighborhood. This stunning modern Farmhouse offers exceptional craftsmanship and attention to detail throughout. Get in early and take advantage of the opportunity to customize and create your dream home Thoughtfully designed with modern living in mind, this spacious home features a Chef's kitchen that opens to a dramatic cathedral-ceiling family room w/a gas fireplace. Perfect for everyday living and entertaining. The flexible floor plan includes a first-floor primary suite or optional home office, plus a luxurious second-floor primary suite and three additional generous sized bedrooms, each with its own private ensuite bath. Energy efficient construction ensures comfort and sustainability. The unfinished basement with 9' ceilings provides a blank canvas for future expansion. Close to schools, shopping and the Bruce Freeman Rail trail.

8 Twillingate Lane, Sudbury

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

$2,950,000

5 Beds ⋅ 6 Baths ⋅ 73476730 MLS

Opportunity Knocks! Lots of potential here. Prime location at the corner of Rt 20 and Concord Road. Mixed use-3 buildings on 2 parcels of land totaling 30,927 SF, consisting of a 5 BR, 2.5 bath, 3,365 SF Victorian Home with private driveway, currently used as office space, a 'cottage' style building 1,313 SF, currently used as a retail store, and an additional 840 SF building used as a real estate office on RT. 20. 19 parking spaces total (plus driveway). Large backyard. Many possibilities-Update and live in the house, run your business out of the cottage and rent the corner building for income! OR turn it all into condos. Some pictures are prior to current tenants and may differ, but similar. SEE COMMERCIAL MLS # 73476736 attached. See attached documents for more information..

8-10 Concord Road & 356 Boston Post, Sudbury

Listing courtesy of Listing Agent: Jennifer Taylor from Listing Office: N. B. Taylor & Co. Inc..

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