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Dudley, MA Homes for Sale

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  • /19

    $589,000

    • 7 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    7 3rd Ave, Dudley, MA 01571

    Attention investors and owner occupants. Add to your portfolio or make it your first home; Recently updated two-family home in the heart of Dudley;. Unit One offers a spacious, eat-in kitchen featuring a galley-style cabinet and sink area. The unit also includes a comfortable living room, two good-sized bedrooms, a full bath, and a screened porch for enjoying the outdoors! Upstairs, Unit Two has

    Agent Photo

    Bela Kasas

    Choice Realty RES

    (508) 803-0714

    7 3rd Ave, Dudley, MA 01571
  • /42

    $1,150,000

    • 4 Beds
    • 5 Baths
    • 4,776 Sq Ft

    51 Lackey St, Westborough, MA 01581

    This EAST FACING Custom, Hip roof Colonial with FRESH INTERIOR PAINT (2025), offers spacious rooms and elegant details like chair rails, crown molding, and wainscoting. RENOVATED Eat-in Kitchen (2022) with island, BRAND NEW HARDWOOD FLOORS, and peninsula which opens to a cozy family room with a wood stove insert and a heated sunroom—ideal for entertaining. In addition there are Hardwood floors in

    Michael Mathieu Mathieu Newton Sotheby's International Realty

    51 Lackey St, Westborough, MA 01581
  • /41

    $699,000 Open Tue 5PM - 6:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    128 Old Southbridge Rd, Dudley, MA 01571

    This home combines the privacy of a 2 acre wooded lot and the quality of a home with elegance, quality, design, and energy efficient mechanical systems. Hardwood 3/4" oak tongue and groove flooring are throughout the main level and second floor including the staircase. The GREAT ROOM with a gas fireplace and cathedral ceilings is spacious and can accommodate any size furnishings. An 8' center

    Jo-Ann Szymczak RE/MAX Vision

    128 Old Southbridge Rd, Dudley, MA 01571
  • /42

    $999,900

    • 4 Beds
    • 3 Baths
    • 3,548 Sq Ft

    11 Ardlock Place, Dudley, MA 01571

    Welcome to 11 Ardlock Pl., a private 4-acre retreat at the end of a quiet cul-de-sac in Dudley. Enjoy exceptional outdoor living with a full pickleball/tennis court, bocce court, patio with outdoor oven, fruit trees, vegetable gardens, and a circular driveway with parking for 40+ cars. Inside, this 3,500+ sq ft home offers 4 bedrooms, 3 baths, a kitchen with Vermont soapstone counters and

    David Leal Noble Realty & Consulting, LLC

    11 Ardlock Place, Dudley, MA 01571
  • /33

    $849,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,423 Sq Ft

    73 Dudley Hill Rd, Dudley, MA 01571

    ABSOLUTELY STUNNING AND NEW TO THE MARKET, THIS OVERSIZE CONTMEPORARY RANCH IS ONE FLOOR LIVING AT ITS BEST! ITS OPEN LAYOUT STRUCTURE BOASTS HIGH QUALITY THROUGHOUT! WALK IN TO THIS WELCOMING FOYER ANDSEE ROOMS WITH THEIR HIGH VAULTED CEILINGS AND BEAUTIFUL PICTURE WINDOWS. LOVELY MARBLE TILED BATHROOM WITH LARGE SHOWER. LARGE MAIN BEDROOM WITH TRAY CEILING AND ATTACHED HUGE BATHROOM WITH BOTH

    Diane Strzelecki Century 21 XSELL REALTY

    73 Dudley Hill Rd, Dudley, MA 01571
  • /42

    $798,500 Open Tue 5PM - 6:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    126 Old Southbridge Rd, Dudley, MA 01571

    UNIQUE OPPORTUNITY FOR BUYER AS THIS INCLUDES A SECOND BUILDABLE LOT. This home offers privacy and convenience to area amenities along with i hour to Boston, Hartford, and Providence A quality home with privacy, elegance, open design, and energy efficient mechanicals. The 29'GREAT ROOM has a gas fireplace and cathedral ceiling. Not only is there a formal dining room but a kitchen with 8' center

    Jo-Ann Szymczak RE/MAX Vision

    126 Old Southbridge Rd, Dudley, MA 01571
  • /4

    $60,000

    • Land
    • 0.45 Acre
    • $133,333 per Acre

    0 Mason Rd, Dudley, MA 01571

    Land for sale located at the end of Mason Road and Dudley Oxford Road. Part of the land is located behind properties, if interested to add to your land, that is a possibility. Lot size- 0.45 acres. Buyer/agent to verify all information and do their own due diligence to determine if land is buildable.

    Ingrid Karp Coldwell Banker Realty - Worcester

    0 Mason Rd, Dudley, MA 01571
  • /40

    $409,900

    • 4 Beds
    • 2 Baths
    • 2,229 Sq Ft

    25 Quinebaug Rd, Dudley, MA 01571

    Nestled in the heart of Dudley, Massachusetts, this residence at 25 Quinebaug Rd presents an opportunity to own a piece of New England charm with a history dating back to 1901. Situated on a 6534 square foot lot, offers a blend of classic architecture and the potential for modern living. With a generous 2229 square feet of living area spread across two stories provides ample space for comfortable

    Nancy Gilmour Coldwell Banker Realty - Worcester

    25 Quinebaug Rd, Dudley, MA 01571
  • /34

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,518 Sq Ft

    24 Railroad Ave, Dudley, MA 01571

    Well-maintained 1900 home blending classic charm with thoughtful updates! The kitchen features a granite center island, Formica countertops, and a stove, refrigerator, washer, and dryer. (7 years) The bathroom includes a granite vanity and tub/shower combo. The FR/Dining Room is spacious and well-lit. Major improvements offer peace of mind: boiler and oil tank (4 years), roof (8 years), and newer

    Lyn Robinson Century 21 The Real Estate Group

    24 Railroad Ave, Dudley, MA 01571
  • /2

    $10,000

    • Land
    • 0.57 Acre
    • $17,544 per Acre

    0 Lyons Rd, Dudley, MA 01571

    Entry only listing. Buyer agent and buyer are responsible for their own due diligence.

    David Pedro Century 21 Limitless

    0 Lyons Rd, Dudley, MA 01571
  • /42

    $1,499,000

    • 5 Beds
    • 6 Baths
    • 6,430 Sq Ft

    95 Ramshorn Rd, Dudley, MA 01571

    Set on almoat 8 secluded acres in North Dudley near the Oxford line, this stunning gated estate combines privacy, elegance, and modern amenities. The main residence offers 5 bedrooms, 3 full and 1 half baths, with an open-concept living, dining, and chef-ready kitchen. The finished lower level features a full kitchen, living and dining space, 2 bedrooms, and 1.5 baths—perfect for in-law or guest

    Chelsea McLaughlin RE/MAX Legacy

    95 Ramshorn Rd, Dudley, MA 01571
  • /27

    $210,000

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft

    108 Southbridge Rd, Dudley, MA 01571

    ESTATE SALE ~ REHAB PROPERTY BEING SOLD AS IS ~ Buyer is fully responsible for... the design, permitting & installation of private septic system (quote for design & engineering services is available), the due diligence of the private well (quality, quantity & location) and for obtaining the Certificate of Compliance for Smoke/CO2 alarms. Personal Property has been removed from the premises. ONE

    Bryan Pelletier Hope Real Estate Group, Inc.

    108 Southbridge Rd, Dudley, MA 01571
  • /15

    $550,000

    • 4 Beds
    • 3 Baths
    • 2,942 Sq Ft

    16 Village St, Dudley, MA 01571

    The effective age of this property starts in 1979. The property was completely rehabbed. New wiring, new plumbing, windows, roof, HVAC system, beautiful hardwood floors, carpeting, ceramic floors, back-up generator by propane, etc. The property became O'Connor Insurance Agency until they outgrew it and moved to Thompson Rd. in Webster. This is such a unique property. If you have a business run it

    Conrad Allen RE/MAX Prof Associates

    16 Village St, Dudley, MA 01571
  • /2

    $150,000

    • Land
    • 1.83 Acres
    • $81,967 per Acre

    0 Carpenter Rd, Dudley, MA 01571

    Approximate two acre lot to be subdivided of a larger parcel. Conceptual drawing at this time. Engineering and approvals subject to negotiation.

    Maria Morte Berkshire Hathaway HomeServices Commonwealth Real Estate

    0 Carpenter Rd, Dudley, MA 01571
  • /42

    $450,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    25 Lyman St, Westborough, MA 01581

    Charming 3-bedroom, 1-bath ranch perfectly suited for first-time buyers looking to enter the Westborough market or those seeking the ease of downsizing~This sun-filled home features a versatile sunroom, perfect for your morning coffee! Step outside to a rare, flat backyard that offers a private oasis for gardening, play, or summer BBQs~Town water/sewer, Gas heating~Recent updates include hook up

    Muneeza Nasrullah Keller Williams Pinnacle MetroWest

    25 Lyman St, Westborough, MA 01581
  • /42

    $439,000

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    39 Lyons Rd, Dudley, MA 01571

    Discover this charming 3-bedroom, 2.5-bath ranch with a partially finished basement and plenty of space to grow! Sunlight pours through oversized windows, highlighting vaulted ceilings in the family room and a cozy propane fireplace. The kitchen features stainless steel appliances and flows into a versatile dining and living area. Main-floor laundry and a private den/office make daily life easy.

    David Pedro Century 21 Limitless

    39 Lyons Rd, Dudley, MA 01571
  • /20

    $125,000

    • Land
    • 0.32 Acre
    • $390,625 per Acre

    0 High St, Webster, MA 01570

    2 Lots Total located in the General Business District. A total of 98.1 of Frontage and .32 Acres. This district allows for multiple commercial uses. Close to Main St which offers restaurants, shopping, and banking.

    Matthew Straight Coldwell Banker Realty - Leominster

    0 High St, Webster, MA 01570
  • /2

    $10,000

    • Land
    • 0.08 Acre
    • $125,000 per Acre

    613-615 S Main St, Webster, MA 01570

    Non buildable lot, does not conform to zoning and possible encroachment from next door neighbor--see attached plot plan

    Jay Falone REMAX Executive Realty

    613-615 S Main St, Webster, MA 01570

Why Live in Dudley

Dudley, Massachusetts, is a historic town located on the Massachusetts-Connecticut state line, approximately 20 miles southwest of Worcester. Known for its rural charm, Dudley features family-owned farmstands, conservation land, and homes on large, green lots. The Dudley Hill Historic District, listed on the National Register of Historic Places, includes notable buildings such as the William Carter House and the Black Tavern. Outdoor attractions are plentiful, with the Tufts Branch Wildlife Sanctuary offering trails through wildflower meadows, and the Quinebaug River Valley Rail Trail providing routes for hiking and biking. Merino Pond at Dudley Beach is a popular spot for swimming and non-motorized boating. The Dudley Hill Golf Club, located on the Nichols College campus, features a public 9-hole course. Homes in Dudley are typically single-family residences on spacious lots, with styles including Colonial Revivals, Cape Cods, and ranch-style homes. The Dudley-Charlton Regional School District serves the area, with Mason Road School being a highly rated option for younger students. West Main Street is the main commercial hub, featuring local businesses and dining options like Dudley House of Pizza and Yummy’s Chinese cuisine. For broader shopping and dining experiences, residents often travel to nearby towns such as Southbridge and Webster. Dudley is well-connected by the Webster-Dudley-Southbridge Shuttle and is within 10 miles of major interstates, making it a convenient location for commuters. Worcester Regional Airport is about 20 miles away, while Boston Logan International Airport is approximately 60 miles east.

Frequently Asked Questions

What is the average home price in Dudley, MA?
Homes for sale in Dudley, MA have an average home price of $500,125.
How many homes have sold over the last 12 months in Dudley, MA?
98 homes have sold in Dudley, MA over the last 12 months.
What are the most popular zip codes in Dudley, MA?
The most popular zip codes in Dudley, MA include 01571, 01507, 06277, 01570 and 01550.
How much do you need to make to afford a house in Dudley?
The median home price in Dudley is $449,450. If you put a 20% down payment of $89,900 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $2,240 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $96K a year to afford the median home price in Dudley. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Dudley, MA?
Dudley, MA has highly rated public and private schools. Some of the best schools in Dudley based on Niche Grades are Alfred M Chaffee, Mason Road School and Dudley Elementary School. Browse all the schools in Dudley, MA to learn more.

Home Trends in Dudley, MA

Housing Trends

Median Sale Price
$449,950
Median Single Family Sale Price
$450,000
Median Townhouse Sale Price
$422,500
Median 2 Bedroom Sale Price
$211,937
Median 1 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$260
Number of Homes for Sale
8
Last 12 months Home Sales
98
Months of Supply
1.00
Median List Price
$449,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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