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Dudley, MA Homes for Sale

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  • 7 3rd Ave, Dudley, MA 01571
    7 3rd Ave, Dudley, MA 01571
    7 3rd Ave, Dudley, MA 01571
    /19

    $599,000

    • 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
  • 10 Daves Way, Dudley, MA 01571
    10 Daves Way, Dudley, MA 01571
    10 Daves Way, Dudley, MA 01571
    /40

    $479,900

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    10 Daves Way, Dudley, MA 01571

    A true showcase in pride of ownership. This updated ranch style home has many amenities which will appeal to the most selective buyers. The main living level has a welcoming open floor plan with an upgraded, eat-in kitchen with ample cabinet space and Quartz countertops. Kitchen cut-out to the living room allows for easy entertaining and family time and a slider with access to the oversized deck

    Diane Luong RE/MAX Vision

    10 Daves Way, Dudley, MA 01571
  • 86 Ramshorn Rd, Dudley, MA 01571
    86 Ramshorn Rd, Dudley, MA 01571
    86 Ramshorn Rd, Dudley, MA 01571
    /36

    $659,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,980 Sq Ft

    86 Ramshorn Rd, Dudley, MA 01571

    NEW CONSTRUCTION set on a private & scenic 2 acre lot, this elegantly designed home at 86 Ramshorn, offers 1980 sq ft of finished above-grade living space, privately set back from the road. A bright & spacious open layout awaits featuring vaulted ceilings spanning the living, dining area & kitchen. Stylish kitchen w/ granite counters, subway tile backsplash & an oversized island perfect for

    Jared Meehan RE/MAX Bell Park Realty

    86 Ramshorn Rd, Dudley, MA 01571
  • 128 Old Southbridge Rd, Dudley, MA 01571
    128 Old Southbridge Rd, Dudley, MA 01571
    128 Old Southbridge Rd, Dudley, MA 01571
    /41

    $699,000

    • 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
  • 0 Putnam Rd, Dudley, MA 01571
    0 Putnam Rd, Dudley, MA 01571
    0 Putnam Rd, Dudley, MA 01571
    /5

    $275,000

    • Land
    • 17.4 Acres
    • $15,805 per Acre

    0 Putnam Rd, Dudley, MA 01571

    Discover the possibilities with this beautiful 17.4-acre parcel in Dudley’s desirable R-15 zoning district. Offering flat to gently rolling fields, the land provides an excellent canvas for your vision—whether you’re considering a private estate, family compound, or future subdivision (buyer to verify). Set in a quiet location yet convenient to area amenities, the property features private water

    Robert Brown REMAX Executive Realty

    0 Putnam Rd, Dudley, MA 01571
  • 16 Village St, Dudley, MA 01571
    16 Village St, Dudley, MA 01571
    16 Village St, Dudley, MA 01571
    /4

    $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
  • 249 Dudley Southbridge Rd, Dudley, MA 01571
    249 Dudley Southbridge Rd, Dudley, MA 01571
    249 Dudley Southbridge Rd, Dudley, MA 01571
    /26

    $629,000 Open Thu 4PM - 6PM

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    249 Dudley Southbridge Rd, Dudley, MA 01571

    2/7 Open House Cancelled.Welcome to your brand-new 4 bed/3 bath sanctuary in Dudley, to be completed beginning of 2026! This thoughtfully designed home offers exceptional space and versatility, including an expansive main level and a potential first level in-law suite. The open-concept living and kitchen area is enhanced by beautiful vaulted ceilings, creating an inviting atmosphere perfect for

    Jonathan Boisjolie Keller Williams Pinnacle Central

    249 Dudley Southbridge Rd, Dudley, MA 01571
  • 73 Dudley Hill Rd, Dudley, MA 01571
    73 Dudley Hill Rd, Dudley, MA 01571
    73 Dudley Hill Rd, 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
  • 126 Old Southbridge Rd, Dudley, MA 01571
    126 Old Southbridge Rd, Dudley, MA 01571
    126 Old Southbridge Rd, Dudley, MA 01571
    /42

    $798,500

    • 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
  • 0 Carpenter Rd, Dudley, MA 01571
    0 Carpenter Rd, 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
  • 40 High St, Webster, MA 01570
    40 High St, Webster, MA 01570
    40 High St, Webster, MA 01570
    /20

    $225,000

    • Land
    • 1.13 Acres
    • $199,115 per Acre

    40 High St, Webster, MA 01570

    4 Lots Total located in the General Business District. A total of 351.42 of Frontage and 1.13 Acres. This district allows for multiple commercial uses. Close to Main St which offers restaurants, shopping, and banking.

    Matthew Straight Coldwell Banker Realty - Leominster

    40 High St, Webster, MA 01570
  • 613-615 S Main St, Webster, MA 01570
    613-615 S Main 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
Massachusetts Worcester County Dudley

Real Estate & Homes for Sale in Dudley, MA

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.

Learn more about living in Dudley

Frequently Asked Questions

What is the average home price in Dudley, MA?
Homes for sale in Dudley, MA have an average home price of $494,110.
How many homes have sold over the last 12 months in Dudley, MA?
93 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, 06262, 06277 and 01550.
How much do you need to make to afford a house in Dudley?
The median home price in Dudley is $449,900. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $2,180 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K 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

On average, homes in Dudley, MA sell after 31 days on the market compared to the national average of 54 days. The median sale price for homes in Dudley, MA over the last 12 months is $440,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$440,000
Median Single Family Sale Price
$457,500
Median Townhouse Sale Price
$422,500
Median 2 Bedroom Sale Price
$205,000
Median 1 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$268
Number of Homes for Sale
6
Last 12 months Home Sales
93
Months of Supply
0.80
Median List Price
$449,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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