Dudley Real Estate

Welcome to Dudley, Massachusetts – a charming town nestled in the heart of Worcester County, where small-town charm meets natural beauty. With its rich history and vibrant community, Dudley offers a unique blend of rural tranquility and modern conveniences, making it an ideal place to call home.

Dudley boasts a population of just over 11,000 residents, creating a tight-knit community that prides itself on its friendly atmosphere. The town is steeped in history, with roots dating back to the 18th century, and you can see this heritage reflected in its well-preserved architecture and historic landmarks. The picturesque landscapes are a canvas of lush greenery, serene lakes, and scenic parks, providing ample opportunities for outdoor recreation. Whether you enjoy hiking, fishing, or simply taking a leisurely stroll, Dudley’s natural beauty is sure to inspire.

The town is also known for its excellent schools and family-friendly environment, making it a great choice for families. With easy access to major highways, Dudley offers a convenient commute to nearby cities like Worcester and Boston, allowing residents to enjoy the peace of suburban living while remaining close to urban amenities.

Local shops, restaurants, and community events foster a sense of belonging and engagement among residents. From seasonal festivals to farmers' markets, there’s always something happening in Dudley.

In Dudley, you’ll find not just a place to live, but a place to thrive. Discover the warmth and charm of this delightful town, where you can create lasting memories and enjoy a fulfilling lifestyle. Welcome home to Dudley!

Newest Listings in Dudley

$500,000

3 Beds ⋅ 2 Baths ⋅ 73553499 MLS

Calling all weekend project warriors, mechanics, active families, and anyone who's ever run out of storage: this Dudley home comes with a 756-square-foot garage — well beyond a standard two-car garage — with a 10' high, 12' wide door and second-floor storage. The roof, plumbing, and septic are all new, so the big projects are already behind you. Inside, a fully updated kitchen with off-white cabinetry, granite counters, stainless appliances, and a large island flows over freshly refinished hardwood floors — the kind of space where everyone naturally gathers. Out back, a huge 0.94-acre yard is made for soccer games and running around, with a new deck for cookouts and a cabana for card nights and hangouts — plus a storage shed to keep it all tidy. Set next to a quiet Dudley neighborhood, close to Shepherd Hill Regional High School and Nichols College. If you've been searching for a house with a garage that actually fits your life, this is it. Schedule your tour today.

181 Dresser Hill Rd, Dudley

$440,000

3 Beds ⋅ 3 Baths ⋅ 73553202 MLS

Move-In Ready with Major Updates! Charming 3BR, 2.5BA home moments from Dudley Beach, walking trails & Mason Rd. Elementary. First-floor primary bedroom with en-suite bath offers single-level living ease. New gas furnace (2023), tankless water heater (2021), and a newer roof — big-ticket updates already done! Bathrooms feature heated exhaust fans for added comfort. Fully renovated kitchen boasts white soft-close cabinetry, granite counters & stainless appliances. Upper-level bedrooms each feature mini-split heat/AC for personalized comfort. Vinyl windows throughout plus an oversized living room picture window keep the home light-filled and efficient. Basement offers laundry, storage, and a convenient half bath. Step outside to the back deck, ideal for morning coffee or evening get-togethers, overlooking a private backyard complete with a fire pit and children's play area, both included! A fantastic opportunity — schedule your showing today!

11 Mason Rd, Dudley

$375,000

3 Beds ⋅ 1 Baths ⋅ 73552931 MLS

Fall in love with this 3 bedroom Cape home that’s ready for its next chapter! The kitchen and dining area feature granite countertops, stainless steel appliances, a convenient breakfast bar, and an inviting layout that’s ideal for everyday living and entertaining. A first-floor bedroom provides added flexibility for guests, a home office, or one-level living, along with 2 additional good size bedrooms on the 2nd floor. The walkout basement with garage door opens the door to endless possibilities for storage, hobbies, a workshop, or future finished living space. Outside, you’ll appreciate the oversized yard, the convenience of two driveways, providing plenty of parking., and plenty of room for entertaining, gardening, or simply relaxing. Major updates have already been completed, including the roof (2007), septic system (2010), well pump (2018), and hot water heater (2025). A wonderful opportunity to own a home that combines charm, thoughtful updates, and outstanding value!

152 Southbridge Rd, Dudley

$1,100,000

12 Beds ⋅ 6 Baths ⋅ 73552209 MLS

this 3-family property is great opportunity for investors with solid renral income, low maintenance and high cap rate. Each units feature brand new: roof, heating systems, central A/C units, windows, doors, plumbing, electrical, fresh paint and more.. 2 units offers a spacious townhouse-style layout with 2 levels of living space and central A/C for year round comfort. The first floor features a bright living room, dining area, modern kitchen, laundry room, and half bath. Upstairs you'll find 4 generously sized bedrooms and a full bathroom providing plenty of space for families or tenants. The 3rd unit is colonial style house, features spacious 4 bedrooms, a lot of storage and closet. Laundry is in the basement and spacious kitchen with a breakfast nook. This is truly a low-maintenance investment that offers peace of mind for years to come. this is an opportunity you don't want to miss. Enjoy the a convenient of modern construction, spacious floor plans, and minimal maintenance.

19 Brandon Rd, Dudley

$479,900

5 Beds ⋅ 2 Baths ⋅ 73552056 MLS

Exceptional opportunity to own a well maintained 2 family property set on a spacious corner lot in Dudley. Each unit offers its own parking area, separate heating systems and separate electrical services for simplified ownership. The first floor features 3 bedrooms, 1 full bath, and mostly hardwood flooring throughout. The second floor offers 2 bedrooms, 1 full bath, and mostly hardwood flooring. A detached 2 car garage provides outstanding storage, workshop space, or potential extra rental income, while the drive under garage adds even more flexibility for storage. The generous yard offers ample outdoor space for recreation, gardening, or entertaining. Conveniently located and close to major commuting routes, this property presents an excellent opportunity for owner occupants or investors seeking rental income, multigenerational living, or a valuable addition to an investment portfolio.

51 New Boston Rd, Dudley

$519,900

3 Beds ⋅ 4 Baths ⋅ 73551697 MLS

Top quality new construction home built in wonderful location by local builder. This open floor plan features 3 bedrooms, 3 full baths and one half bath, over 2000 square feet with two car garage and is set on a beautiful lot. First floor has the garage, utility room, a family/flex room and a bathroom with beautifully tiled shower. Second floor features living room, dining area, kitchen, half bath and large pantry. Third floor has large master suite with walk in closet and gorgeous master bathroom with yet another tiled shower unit. Third floor has two additional bedrooms and another bathroom with full laundry as well. High-quality materials and finishes featured in this home.

191A Oxford Ave Unit 1, Dudley

$679,999

4 Beds ⋅ 4 Baths ⋅ 73551230 MLS

368 Dudley Oxford Rd, Dudley, MA, is the perfect blend of classic charm and modern comfort. This distinguished 2016 Colonial-style home is nestled on two private acres. This charming four-bedroom, three-and-a-half-bath colonial home offers many wonderful features. Situated in a quiet Dudley neighborhood, only minutes from I-395, this home features an open foyer, a large living room and family room with a fireplace, hardwood floors throughout, granite countertops, a kitchen island for great entertainment, a laundry room, and walk-in closets with ample storage. The exterior has a large deck and a two-car garage with a 12-foot ceiling, energy-efficient doors, and windows. Motivated Sellers, next home already secured!

368 Dudley Oxford Rd, Dudley

$609,900

3 Beds ⋅ 3 Baths ⋅ 73550320 MLS

BACK ON MARKET DUE TO BUYER LOSING FINANCING. Imagine spending summer nights on the front porch overlooking neighborhod or on the private deck overlooking the treed back yard . Lovely young 3 bedrm,3 FULL bath.Hip roof colonial w/an appealing open floorplan. Exceptional updated spacious kitchen w/ oversized diningarea plus formal DR. Generously sized FR w/ soaring cathedral ceiling. Loaded with light. Plenty of space for holiday/family gatherings.Full bath on 1st floor. Den/office completes the appeal.Lovely gleaming hardwood floors on 1st & 2nd floors.Country kitchen w/ beautiful cherry wood cabinets, granite counters -tiled backsplash- center island w/overhang for seating plus dining area which provides space for guests & family to be part of occasion or mingle on the newly stained deck. A Thoughtful & desirable floorplan.Extra wide staircases. 2nd floor laundry. A huge primary bedroom suite which includes a lg walkin close & 2 additional closets,huge bath w/shower & Spa tub & a cozy reading nook- Two large bedrooms and laundry. Large 2 car garage, walk out basement offer additional potential for finishing. This beautiful home can be yours..Hurry

71 Eagle Dr, Dudley

$899,500

3 Beds ⋅ 3 Baths ⋅ 73548961 MLS

Experience a rare opportunity to own a beautifully crafted new home on over an acre of scenic water-view property, w/deeded waterfront rights. Offering over 2,200SF of thoughtfully designed living space, this home will showcase an airy open-concept floor plan, soaring vaulted ceilings & hardwood flooring throughout the great room. At the heart of the home the kitchen will feature premium cabinetry, spacious center island, solid countertops & pantry, seamlessly connecting to the dining area for effortless entertaining & everyday living. First-floor primary serves as a private retreat- sliding glass doors that open to a deck & capture stunning water views. Built with comfort and efficiency in mind, the home will be enveloped in advanced insulation and equipped with high-performance windows, energy-efficient heating & cooling systems. Superior craftsmanship, generous allowances & attention to detail that far exceeds typical new construction standards presented by respected local builder.

Lot 1 Pierpont Rd, Dudley

$584,900

3 Beds ⋅ 2 Baths ⋅ 73547757 MLS

A true retreat in Dudley, this beautifully landscaped raised ranch on a country road offers over 2,700 SF of living space, including nearly 1,200 SF finished in the versatile lower level. Enjoy your own grapevines, once used for winemaking, plus an incredible pool area with a new liner in 2025. Inside, the tastefully renovated kitchen features granite counters, abundant cabinetry, tremendous workspace & a breakfast bar open to both the vaulted family room and living room. Walls of windows overlook the backyard, pool & mini vineyard. Three well-sized bedrooms and a full bath complete the main level. The lower level is ideal for extended family or summer entertaining with a full kitchen, full bath, living room, sunroom leading to the backyard, office area, laundry & garage access. Town water, passing Title V, Buderus boiler, garage storage & so much more make this a truly special property.

19 Sawmill Road, Dudley

$350,000

3 Beds ⋅ 1 Baths ⋅ 73546445 MLS

Welcome home to this charming raised ranch ready for its next chapter. Step into a sunny living room where a big picture window pulls in natural light, then settle into the eat-in kitchen with its warm oak cabinetry and room to gather around the table. Three comfortable bedrooms and a full bath round out the main level. Downstairs, the mostly finished lower level is the kind of bonus space everyone wishes they had, cozy up to the brick fireplace, set up a family room, home gym, or office, and enjoy the convenience of direct access to the garage. Stay comfortable with three ductless mini-splits to beat the summer heat. Out back, a big level yard invites summer barbecues, weekend gardening, fire pit, and plenty of room add an ADU or large garden. You'll also love the location: tucked just off Route 197 with quick I-395 access, you're under 30 minutes to Worcester and an easy hop to I-290 and the Mass Pike. The sale includes an extra adjacent parcel for added room and privacy.

266 W Main St, Dudley

$475,000

4 Beds ⋅ 2 Baths ⋅ 73546182 MLS

Welcome to Dudley's newest listing under $500,000 in one of the area's fan-favorite neighborhoods! Lovingly maintained by the same family since it was built, this charming home is full of character & is ready for its next chapter. Ideally located close to schools & everyday amenities, the home features original hardwood floors throughout. Inside, you'll find 2 spacious living rooms, including one with a pellet stove. A designated dining area provides the ideal space for family meals & entertaining. The flexible floor plan offers 2 bedrooms and a full bathroom on the 1st floor, while the private 2nd floor primary bedroom features double closets for ample storage. Step outside to your own backyard oasis, complete with plenty of privacy & a storage shed, creating the perfect setting for gardening, entertaining, or simply enjoyment. Priced to sell, this is a rare opportunity to own a well-loved home in one of Dudley's most desirable neighborhoods. Schedule your showing today!

20 Brentwood Dr, Dudley

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