29

Dudley, MA Homes for Sale

Section Image Section Image
  • /8

    $199,999

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    11 Wysocki Dr Unit 36, Dudley, MA 01571

    **Move-In Ready & Like New!** Welcome home to this beautifully updated and meticulously maintained 1-bedroom, 1-bath condo! This charming unit is truly move-in ready, featuring numerous recent updates that provide comfort, style, and peace of mind. Step inside and enjoy a bright, inviting living space with modern finishes throughout. The updated kitchen and bathroom, along with other thoughtful

    Agent Photo

    John Croteau

    The Neighborhood Realty Group

    11 Wysocki Dr Unit 36, Dudley, MA 01571
  • /5

    $150,000

    • Land
    • 33,541 Sq Ft
    • $194,805 per Acre

    188 Southbridge Rd, Dudley, MA 01571

    Rare opportunity to build your dream home in the charming town of Dudley! This fully approved 0.77-acre building lot is ready for construction with an approved septic design for a 3-bedroom home and an existing well already on site. Just bring your building plans and get started. Enjoy the perfect blend of small-town New England charm and convenience, with Dudley offering scenic surroundings,

    Agent Photo

    Trinity Group

    Mega Realty Services

    188 Southbridge Rd, Dudley, MA 01571
  • /4

    $55,000

    $5K PRICE DROP
    • Land
    • 19,602 Sq Ft
    • $122,222 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
  • /3

    $125,000

    • Land
    • 27,878 Sq Ft
    • $195,312 per Acre

    0 W Main St, Dudley, MA 01571

    Recently combined lots to create one large buildable lot. Has 100 ft of frontage and is over 27,000 sq ft. B15 required 100 foot of frontage and 15,000 sq ft to build. Great spot for multi family, duplex, condo complex or other. All utilities at street, town water and sewer. House and large lot for sale separately next door, MLS # 73540426. Purchase both for a perfect compound. Open house

    Mark Marzeotti Lamacchia Realty, Inc.

    0 W Main St, Dudley, MA 01571
  • /40

    $350,000

    Open Sun 11AM - 12PM $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,381 Sq Ft

    217 W Main St, Dudley, MA 01571

    A wonderful blend of comfort, convenience, and potential in a very convenient location. Inside, you’ll find hardwood floors throughout all three bedrooms, the living room, and the dining room, creating a warm and cohesive feel across the main living areas. Upstairs features two good sized bedrooms with hardwoods as well as storage. A one-car detached garage adds practical storage and parking,

    Kim Synott eXp Realty LLC

    217 W Main St, Dudley, MA 01571
  • /42

    $524,900

    • 5 Beds
    • 2 Baths
    • 2,580 Sq Ft

    77 W Main St, Dudley, MA 01571

    Colonial 2 family, or single family with 2nd floor for extended family living. 2BR on first and 3BR on 2nd. On .487 acre* (see firm remarks) Public record states 2 family however all living spaces are currently connected. Easy conversion is possible. So much potential. This front house lot was combined with the open lot behind to provide a great back yard experience. Many hardwood floors,

    Mark Marzeotti Lamacchia Realty, Inc.

    77 W Main St, Dudley, MA 01571
  • /37

    $409,900

    $15K PRICE DROP
    • 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 1900. 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
  • /42

    $720,000

    $30K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,556 Sq Ft

    154 Dudley Oxford Rd, Dudley, MA 01571

    Spacious and beautifully updated, this impressive 5-bedroom with 1st floor bedroom, 4 full bath home offers the perfect combination of comfort, style, and outdoor living. Room above garage could be a Bonus room,Teen Suite or Primary Suite! Featuring recessed lighting & hardwood flooring throughout every room on main level. The interior feels bright, modern, and welcoming. A New Roof adds peace of

    Lori Berry The Neighborhood Realty Group

    154 Dudley Oxford Rd, Dudley, MA 01571
  • /28

    $665,000

    $34K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    17 Noble St, Dudley, MA 01571

    MOTIVATED SELLER – NEXT HOME ALREADY SECURED! Seller will contribute up to $10,000 toward buyer's closing costs. Built in 2024, this like-new Colonial offers the rare opportunity to own a nearly new home without the delays, uncertainty, and rising costs associated with building today. Located in Dudley's desirable Pierpont Estates, this thoughtfully designed 4-bedroom, 2.5-bath home offers over

    Merissa Hampton Hampton-Young Real Estate, LLC

    17 Noble St, Dudley, MA 01571
  • /42

    $1,100,000

    $50K PRICE DROP
    • 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
  • /42

    $420,000

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft

    72 W Main St, Dudley, MA 01571

    Ready to move in ~~~ Beautifully maintained home with quality throughout on over 1/2-acre private lot~~ Applianced eat in Kitchen ~~ Formal Dining Room with built-in glass hutch ~~ Large Living Room ~~ 3 spacious Bedrooms on 1st floor all with closets ~~ 4th Bedroom on 2nd level (not heated) with hardwood floors ~~ full ceramic Bath with over-sized linen closet ~~ Gleaming hardwood floors

    Sandra Grzyb The Neighborhood Realty Group

    72 W Main St, 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
  • /3

    $175,000

    • Land
    • 2.2 Acres
    • $79,545 per Acre

    221 Lot 2 Dresser Hill Rd, Dudley, MA 01571

    Rare opportunity to build your dream home on this 2.2-acre lot located at 221 Dresser Hill Rd in Dudley. Set near one of the highest elevations in town, this beautiful property offers the potential for breathtaking views and a peaceful natural setting. With over 200+ feet of road frontage, the lot provides an exceptional blend of privacy and scenic surroundings. Conveniently located while still

    Mark Balestracci Lamacchia Realty, Inc.

    221 Lot 2 Dresser Hill Rd, Dudley, MA 01571
  • /2

    $39,900

    • Land
    • 12,196 Sq Ft
    • $142,500 per Acre

    0 Didonato Terrace, Dudley, MA 01571

    Named Lot #3 on drawing. Based on Dudley zoning bylaws, a residential lot must have 100 ft of frontage and be 12,000 sq feet to build on. This lot is all that however, the lots frontage is on a paper road call Didonato Terrace. The road would need to be developed to build on this lot. This is basic information from the town documents. All buyers must do their respective due diligence for

    Mark Marzeotti Lamacchia Realty, Inc.

    0 Didonato Terrace, Dudley, MA 01571
  • /30

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,689 Sq Ft

    12 Charlton Rd, Dudley, MA 01571

    Move right into this beautifully maintained Split-level/ Raised Ranch set on a picturesque 1.2-acre lot in one of Dudley's most desirable locations! Offering 3 bedrooms, 2 full baths, and an inviting open-concept layout, this home is filled with natural light and designed for comfortable everyday living. The spacious kitchen flows seamlessly into the main living area and opens via a slider to a

    Tori Denton Coldwell Banker Realty - Western MA

    12 Charlton Rd, Dudley, MA 01571
  • /33

    $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
  • /9

    $524,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    76 Airport Rd, Dudley, MA 01571

    ***OPEN HOUSE - Sunday, 6/14, 12pm to 2pm*** This is one of the nicest homes you'll see on the market! With loads of updates, this charming 3 bed, 2.5 bath home is move-in ready with the perfect, large backyard! The stunning and spacious living room is truly a sight to see, with a captivating fireplace anchoring the main living area! The kitchen features updated stainless steel appliances and a

    Robert Toomy Coldwell Banker Realty - Worcester

    76 Airport Rd, Dudley, MA 01571
  • /41

    $679,000

    $116K PRICE DROP
    • 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

    $899,000

    $26K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    43 Lackey St, Westborough, MA 01581

    Classic colonial in desirable Westborough neighborhood. This home boasts 4 bedrooms and 2 full baths located on the second floor. Additionally, the first floor has a living room, dining room, kitchen and bonus flex room. Bonus flex room has vaulted ceilings, closet, fireplace and is connected to a full bath - perfect for a playroom, office, bedroom or family room! Seller's have updated the

    Laura Callahan Coldwell Banker Realty - Worcester

    43 Lackey St, Westborough, MA 01581
  • /42

    $549,999

    $25K PRICE DROP
    • 7 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    7 3rd Ave, Dudley, MA 01571

    Well-maintained 2-family home in Dudley offering a spacious layout and great potential for investors or owner-occupants. Interior features hardwood flooring throughout, providing warmth and character across both units. Off-street parking adds everyday convenience. Located in a quiet New England setting with easy access to nearby amenities. Close to Webster and Southbridge for shopping, dining,

    Kyle Seyboth

    7 3rd Ave, Dudley, MA 01571
  • /41

    $799,900

    New Construction $80K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,423 Sq Ft

    73 Dudley Hill Rd, Dudley, MA 01571

    GREAT NEW PRICE! ABSOLUTELY STUNNING AND NEW CONSTRUCTION, THIS OVERSIZE CONTEMPORARY RANCH IS ONE FLOOR LIVING AT ITS BEST. ITS OPEN LAYOUT STRUCTURE BOASTS HIGH QUALITY THROUGHOUT! WALK IN TO THIS WELCOMING FOYER AND SEE ROOMS WITH THEIR HIGH VAULTED CEILINGS AND BEAUTIFUL PICTURE WINDOWS. LOVELY MARBLE TILED BATHROOM WITH LARGE SHOWER WALK IN SHOWERS, LARGE MAIN BEDROOM WITH TRAY CEILING AND

    Diane Strzelecki Century 21 XSELL REALTY

    73 Dudley Hill Rd, Dudley, MA 01571
  • /12

    $650,000

    • Land
    • 20.25 Acres
    • $32,099 per Acre

    0 Center Rd, Dudley, MA 01571

    A rare and unique opportunity awaits to make a buyer’s dreams come true! This 20.25 acre parcel offers a multitude of possibilities. Fall in love with the picturesque view of Woodstock Valley, create a gentleman’s farm ideal for horses and cows, complete with your own pasture and watering hole. Build your legacy with a family homestead for parents and siblings. Builders, make your mark in the

    Lee Joseph Coldwell Banker Realty - Worcester

    0 Center Rd, Dudley, MA 01571
  • /42

    $778,500

    $147K PRICE DROP
    • 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
  • /37

    $359,900

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,186 Sq Ft

    72 NW Schoolhouse Rd, Dudley, MA 01571

    If you are looking for a well designed and renovated home, this one will be certain to delight! Brand new heating system! Brand new roof! Featuring a new kitchen, with gorgeous honed granite countertops, tile backsplash, and new stainless appliances. The layout was re-designed to provide 3 spacious bedrooms, all with ample closet space. The bathroom is also brand new with a gorgeous vanity, and

    Alice Kempf Kempf-Vanderburgh Realty Consultants, Inc.

    72 NW Schoolhouse Rd, Dudley, MA 01571
  • /4

    $195,000

    • Land
    • 2.51 Acres
    • $77,689 per Acre

    221 Lot 1 Dresser Hill Rd, Dudley, MA 01571

    Rare opportunity to build your dream home on this 2.51-acre lot located at 221 Dresser Hill Rd in Dudley. Set near one of the highest elevations in town, this beautiful property offers the potential for breathtaking views and a peaceful natural setting. With over 200+ feet of road frontage, the lot provides an exceptional blend of privacy and scenic surroundings. An approved 4-bedroom septic

    Mark Balestracci Lamacchia Realty, Inc.

    221 Lot 1 Dresser Hill Rd, Dudley, MA 01571
  • /42

    $614,900

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    19 Progress Ave, Dudley, MA 01571

    This stunning, like-new split entry is the total package, boasting thoughtful upgrades throughout. Step into soaring vaulted ceilings & red oak hardwood floors that flow seamlessly through the main living areas. The open-concept kitchen features solid cabinetry, granite countertops, & impressive 72-inch island—ideal for gatherings & everyday living. Large propane fireplace anchors the living

    Renee VanderZicht S.C.E. Real Estate

    19 Progress Ave, Dudley, MA 01571
  • /2

    $55,000

    • Land
    • 5,227 Sq Ft
    • $458,333 per Acre

    0 Upland Ave, Webster, MA 01570

    Although this is a smaller lot, it is a lot that was established prior to zoning put in place; listed as "Residential Developable Land." Town Officials confirmed a single family home can be built on the lot but will need all necessary and typical building approvals and need to abide by the required setbacks. Located close to town, shopping, restaurants, and the highway.

    Brendan Meehan RE/MAX Bell Park Realty

    0 Upland Ave, Webster, MA 01570
  • /2

    $180,000

    • Land
    • 1.98 Acres
    • $90,909 per Acre

    30 Perryville Rd, Webster, MA 01570

    6 abutting lots are being sold together. Combined they are about 1.98 ac. Water and sewer is in the street. Established neighborhood. Come see and decide what is best for your build. We can see 3 nice lots easily. Maybe more, or perhaps you want less. What's your vision?

    Ronald Chernisky The Neighborhood Realty Group

    30 Perryville Rd, Webster, MA 01570
  • /15

    $360,000

    • 6 Beds
    • 2 Baths
    • 2,838 Sq Ft

    315 High St, Webster, MA 01570

    Opportunity Knocks! Presenting 315 High St, Webster, MA a distinguished multi-family residence constructed in 1910, offering 2,838 SF+-, 6 well-proportioned bedrooms, & 2 full baths, thoughtfully designed to support the needs of multiple occupants. Spanning 3 stories, the residence provides versatile accommodation options, especially with the potential of the 644 SF+- / 4 room walk-up finished

    Sharon Pelletier Hope Real Estate Group, Inc.

    315 High 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 $501,148.
Are home prices dropping in Dudley?
Yes, home prices in Dudley are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Dudley, MA?
87 homes have sold in Dudley, MA over the last 12 months.
What is the average household income in Dudley, MA?
The average household income in Dudley, MA is $98K.
What are the most popular zip codes in Dudley, MA?
The most popular zip codes in Dudley, MA include 01571, 01507, 01570, 06281 and 01540.
How much do you need to make to afford a house in Dudley?
The median home price in Dudley is $464,900. If you put a 20% down payment of $93,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $101K a year to afford the median home price in Dudley. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Dudley is $98K.
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 Price Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$472,000
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$225,000
Median 1 Bedroom Sale Price
$199,999
Average Price Per Sq Ft
$259
Number of Homes for Sale
16
Last 12 months Home Sales
87
Months of Supply
2.20
Median List Price
$464,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home