Dudley Homes for Sale

Welcome to Dudley, Massachusetts—a picturesque town nestled in the heart of Worcester County. Rich in history and natural beauty, Dudley offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home. With its scenic landscapes, friendly community, and a variety of local amenities, Dudley is perfect for families, young professionals, and retirees alike.

Dudley boasts an array of recreational opportunities, from serene parks and walking trails to the stunning shores of Lake Dudley, where residents can enjoy boating, fishing, and picnicking. The town’s vibrant community hosts various events throughout the year, fostering a strong sense of belonging among its residents. With easy access to major highways, Dudley is conveniently located just a short drive from Worcester and other nearby cities, ensuring that you can enjoy the tranquility of rural living while remaining close to urban conveniences.

For those looking to make Dudley their home, the real estate market offers a diverse selection of homes for sale. Whether you're searching for a charming colonial, a modern ranch, or a cozy bungalow, Dudley has options to fit every lifestyle and budget. Many properties feature spacious yards, perfect for family gatherings or gardening, while others boast stunning views of the surrounding countryside.

Explore the inviting neighborhoods and discover the perfect place to settle down in Dudley. With its combination of community spirit, natural beauty, and a variety of homes available, Dudley is waiting to welcome you home.

Newest Dudley Homes for Sale

$390,000

2 Beds ⋅ 1 Baths ⋅ 73575645 MLS

Welcome home to this charming and well-maintained two-bedroom ranch nestled in the heart of Dudley, just moments from Shepherd Hill Regional High School and Dudley Middle School, with Nichols College nearby.This move-in-ready home offers comfortable single-level living with hardwood floors throughout, complemented by tile flooring in the kitchen and bathroom. The flexible floor plan currently offers two bedrooms, with the potential to convert the layout back to a three-bedroom home if desired. The finished basement provides additional living space with a versatile finished room—perfect for a home office, gym, playroom, or entertainment area. Use your imagination.Step outside and enjoy your own private backyard retreat featuring a fenced-in inground pool, ideal for summer gatherings and relaxing. A spacious deck off the kitchen provides the perfect spot for outdoor dining or morning coffee.Additional highlights include town water and a brand-new septic system, giving you important peace of mind. this home is an excellent opportunity for anyone looking for a well-kept updated ranch in a desirable Dudley location. OPEN HOUSE SUNDAY 9/13 11am -1pm

320 Mason Rd Ext, Dudley

$395,000

3 Beds ⋅ 3 Baths ⋅ 73575542 MLS

Welcome to 39 Southbridge Road, where privacy, character and space come together on nearly two acres in a peaceful Dudley setting. Set well back from the road and surrounded by mature trees, this beautifully refreshed home offers a wonderful blend of classic charm, thoughtful updates and flexible living space. Step inside and you'll immediately notice the beautifully refinished hardwood floors flow throughout much of the home complimented by a distinctive staircase with warm treads and railings that showcase the home's original character.Fresh interior paint creates a bright, welcoming feel throughout.The versatile floor plan features three bedrooms plus an additional room offering the flexibility for a home office, guest room or other living space. Generously sized living and dining areas provide plenty of room for everyday living and entertaining, while the three-season porch is the perfect place to enjoy morning coffee, unwind at the end of the day or simply take in the peaceful surroundings, nearly two acres provide an exceptional sense of privacy and room to enjoy the outdoors. Mature trees, expansive lawn and established apple and pear trees add to the property's New England charm. An attached one-car garage provides additional convenience and storage.Important improvements offer even more peace of mind, including a brand-new oil tank installed in March 2026 and a full water filtration system. Title V has passed, making one more important item already complete for the next owner.If you've been searching for a home with character, privacy, flexible living space and acreage without sacrificing convenience, this property deserves your attention. From the gorgeous refinished hardwoods and distinctive staircase to the inviting three-season porch and private outdoor setting, 39 Southbridge Road offers so much to appreciate. Come experience this special Dudley property and imagine making it your own.

39 Southbridge Rd, Dudley

$300,000

3 Beds ⋅ 1 Baths ⋅ 73569314 MLS

BEST & FINAL DUE Monday 8/31 by 6pm. Solid property situated on a beautifully maintained lot, conveniently located near the center of town. Enter through the enclosed porch into the kitchen. The main level offers two bedrooms with a full bath situated between them. Two additional rooms are located on the second floor, providing flexible space for a variety of uses. The full walk-down basement offers plenty of room for a workshop and additional storage. Recent electrical updates, a detached one-car garage, and a well-kept yard complete this property. An affordable opportunity with plenty of potential for your personal touches.

3 Prospect Ave, Dudley

$699,900

4 Beds ⋅ 3 Baths ⋅ 73566164 MLS

New construction in Dudley! This beautifully designed 4-bedroom, 2.5-bath Colonial offers a thoughtful floor plan, quality finishes & nearly an acre of land. The main level features a spacious great room with vaulted ceilings and propane fireplace, home office, dining area & a well-appointed kitchen showcasing granite countertops, center island w/ seating & hardwood flooring. Hardwood continues through the dining area, office, halls & stairs, while tile flooring finishes the baths & seperate first floor laundry. Upstairs you'll find 4 bedrooms, including a primary suite w/ private bath featuring a walk-in shower. Built w/ 2x6 exterior construction, ZIP System sheathing & 200-amp electrical service. Additional highlights include efficient propane forced hot air heat, hybrid electric water heater, 2-car garage, 14x12 rear deck, composite front steps, paved driveway w/ turnaround, stone walls, underground utilities & a 4-bedroom septic system. A fantastic opportunity to own a brand-new home in Dudley! Still choices to be made!!

35 Sawmill Rd, Dudley

$599,900

4 Beds ⋅ 3 Baths ⋅ 73562075 MLS

Welcome to your dream home located in the desirable town of Dudley, known for its excellent school system! This stunning property offers the perfect mix of indoor luxury, outdoor fun, and an ideal community setting for growing families. This magnificent home has 4 bedrooms & 2.5 baths, where every detail has been beautifully updated for modern living. The main level welcomes you with recently refinished hardwood floors that gleam under the natural light. You will love the huge & sunny living room w/vaulted ceiling, which offers the perfect, bright space for relaxing with family or entertaining guests. At the heart of the home is a beautifully updated kitchen designed for a chef: Elegant quartz countertops, tiled backsplash, a huge island for meal prep and casual seating, premium finishes and loads of cabinets. For your comfort and peace of mind, the home is also equipped with a water softener system to ensure clean, crisp water throughout the entire house. The updates do not stop inside. Step out back into your own private vacation spot! The outdoor oasis features a salt water inground pool complete with a pool bar/pool house and a charming gazebo. The property also boasts a vinyl composite deck for entertaining as well as plenty of yard space for outdoor games, gardening, or pets, kept lush and green all summer long by an automatic sprinkler system. Under the deck & the living room is a fully enclosed workshop/gym/anything you want it to be as well as an open patio area w/slider leading into the lower level. Plus, storage will never be an issue with 3 spacious sheds ready for all your tools, toys, and hobbies. Home is heated w/propane and heated & cooled w/2 Mitsubishi Mini Splits (one main level and one lower level). Updates: Roof 2023, Furnace 2025, New Pool Pump 2025, Water Heater 2023?, OWNED Solar 2023, White Vinyl Fencing 2025. This rare gem truly has it all, combining indoor elegance with unbeatable outdoor amenities. Don't miss your chance to own this ultimate staycation home!

14 James St., Dudley

$499,900

3 Beds ⋅ 3 Baths ⋅ 73554707 MLS

Price adjustment on this oversized split ranch. Granite stairs outside leads you into this very open floor plan. Kitchen, Dining and Family room all sporting a cathedral ceiling. Great for a large family. 3 bedrooms upstairs including Main with half bath and a large partially finished basement for another bed or 2nd family room. Newer Buderus boiler, roof, windows, siding. Three season sun room, cathedral ceiling 16 x 14 room. Lower level family room with sliders to level lot, half bath and laundry in lower level. Located in picturesque country setting and cul-de-sac. 1 car garage and workshop could be converted back to 2 car garage. Cabinet packed kitchen with custom designed lighted cabinets, totally applianced with island for the gourmet cook or breakfast bar! Quaint neighborhood, low traffic great for morning or evening strolls. Private back yard for family BBQ's or just quiet relaxation. Close to schools and shopping.

1 Raymond Street, Dudley

$474,900

3 Beds ⋅ 2 Baths ⋅ 73557517 MLS

At 5 5th Ave in Dudley, MA, this 1953 single-family residence, spanning 1381 square feet, presents a completely remodeled living experience. This ranch-style home has been thoughtfully updated to offer a contemporary lifestyle within a classic architectural framework. The recently updated kitchen is appointed with stainless steel appliances and features a peninsula, providing both aesthetic appeal and functional workspace for culinary endeavors. The property includes three bedrooms and a total of three bathrooms, consisting of one full and two half baths, accommodating diverse living arrangements. A one-car attached garage offers convenient and secure parking. The presence of solar panels enhances the property's efficiency, contributing to a modern and sustainable living environment. This residence also features a basement, offering additional utility and storage space. Discover the refined comfort and modern amenities that define this exceptional Dudley residence.

5 5th Ave, Dudley

$749,900

5 Beds ⋅ 3 Baths ⋅ 73556942 MLS

Significant price improvement! Modern luxury. Timeless design. Exceptional one-level living. Welcome to 73 Dudley Hill Road, where sophisticated design and effortless main-level living meet in this stunning 2025 custom built contemporary ranch. Enter inside to soaring vaulted ceilings, abundant natural light, rich hardwood flooring, and an open layout that feels both spacious and welcoming. At the heart of the home is a spectacular chef's kitchen featuring custom cabinetry, premium appliances, stone countertops, and an impressive 10-foot island, ideal for gathering. The private primary suite includes a walk-in closet and spa-inspired bath. Three additional bedrooms plus a flexible bonus room for office or media. A rare 2,150 square foot insulated walk-out basement is ready to finish. Set on a low-maintenance lot with composite deck and two-car garage. Schedule your private tour today.

73 Dudley Hill Road, Dudley

$494,900

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

$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

$569,900

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

$839,900

3 Beds ⋅ 3 Baths ⋅ 73545942 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 1,800SF 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 2 Pierpont Rd, Dudley

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