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Homes for Sale near Dudley Middle School

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  • /41

    $874,900

    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft

    45 Point Pleasant Rd, Webster, MA 01570

    Webster Lake Waterfront Home – Middle Pond! Enjoy lake living at its best in this 2 bdr, 2 bth home on Webster Lake. Located on a quiet dead-end street, it’s the perfect place to relax, unwind and enjoy the water. This home has 66' of waterfront so you can enjoy some of the best sunsets you will ever see! Inside, you’ll find five comfortable rooms, including a lake facing living room with floor

    Agent Photo

    John Kokocinski

    The Neighborhood Realty Group

    (508) 687-6254

    45 Point Pleasant Rd, Webster, MA 01570
  • /17

    $85,000

    • 2 Beds
    • 1 Bath
    • 592 Sq Ft

    69 Meadowside Rd, Woodstock, CT 06281

    Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa.

    Agent Photo

    Robbie Greene Santos

    RE/MAX One

    (860) 854-1636

    69 Meadowside Rd, Woodstock, CT 06281
  • /37

    $599,900

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    9 Hall St, Webster, MA 01570

    This beautifully maintained 2024-built home offers modern comfort and clean contemporary design. Featuring solar panels for energy efficiency and lower utility costs, this move-in-ready property blends style, functionality, and future potential. The main level features an expansive open-concept layout with 9-foot ceilings, abundant natural light, hardwood flooring, and recessed lighting. The

    Sinara Moreira Dell Realty Inc.

    9 Hall St, Webster, MA 01570
  • /41

    $698,000

    • 4 Beds
    • 3.5 Baths
    • 2,583 Sq Ft

    7 Nipmuck Dr, Webster, MA 01570

    Welcome to 7 Nipmuck Dr! Stunning 4-bedroom, 3.5-bath home in one of Webster’s most desirable neighborhoods. Expanded with a custom 1,200 sq. ft. addition, this property offers exceptional space & style. Completely renovated by an acclaimed interior designer, every room feels magazine-worthy—featuring curated finishes, elegant lighting, and a beautifully flowing layout. The gourmet kitchen,

    andrea castinetti Castinetti Realty Group

    7 Nipmuck Dr, Webster, MA 01570
  • /42

    $720,000

    • 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
  • /42

    $789,000

    • 5 Beds
    • 4 Baths
    • 4,050 Sq Ft

    12 Mckinstry Dr, Charlton, MA 01507

    Welcome home to 12 McKinstry Drive! With 5 spacious bedrooms, inviting areas to gather, and a layout that welcomes multigenerational living, this home will check all your boxes. The main level features an open-concept kitchen that flows naturally into the dining and living areas, where beautiful southern yellow pine hardwood flooring adds warmth and character. The primary bedroom offers an

    James Black Real Broker MA, LLC

    12 Mckinstry Dr, Charlton, MA 01507
  • /41

    $789,000

    • 4 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    3 Upper Gore Rd, Webster, MA 01570

    Welcome to Wildeberry Hill Estates! This new construction development offers the best of all worlds for today's lifestyle - a brand new home with many upscale features along with being just up the street from all of the recreational activities and fun at Webster Lake including swimming, boating, dining, concerts and more. This 4 bedroom, 3 1/2 bath, nearly 3,000 sq ft Colonial offers an open

    Jim Collins Collins & Demac Real Estate

    3 Upper Gore Rd, Webster, MA 01570
  • /37

    $779,900

    • 4 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    2 Sandersdale Rd, Charlton, MA 01507

    To Be Built ~ Model Home Available to Preview*New Construction on a beautiful lot on lovely country road*Built by one of the area's top builders, this home offers exceptional quality and attention to detail*Special incentive from the Builder who is offering 5% financing (call for details)*The kitchen & bathrooms feature custom cabinetry and luxurious granite or quartz countertops*The home boasts

    Mike Howard Andrew J. Abu Inc., REALTORS®

    2 Sandersdale Rd, Charlton, MA 01507
  • /39

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,880 Sq Ft

    71 Eagle Dr, Dudley, MA 01571

    Be sure to put this on the top of your list. Lovely young 3 bedroom,3 FULL bath hip roof colonial. Beautiful open floorplan boasts exceptional updated spacious kitchen, w/ formal DR & oversized Cathedral ceiling FR. 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/

    Patti-Anne Faucher Patti Faucher Real Estate

    71 Eagle Dr, Dudley, MA 01571
  • /42

    $595,000

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft

    42 Eagle Dr, Dudley, MA 01571

    Welcome to this beautifully remodeled & move-in ready home in a highly desirable neighborhood with sidewalks! Everything in this house is new and was renovated in the past 6 years. New roof, siding, all windows, doors, driveway, deck, patio, flooring, kitchen, bathrooms & a generator hookup—offering complete peace of mind. Enjoy a modern open floor plan with high-end finishes, quartz countertops,

    Marcin Kicilinski Real Broker MA, LLC

    42 Eagle Dr, Dudley, MA 01571
  • /9

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    76 Airport Rd, Dudley, MA 01571

    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 massive center island, perfect for

    Robert Toomy Coldwell Banker Realty - Worcester

    76 Airport Rd, Dudley, MA 01571
  • /38

    $579,500

    • 4 Beds
    • 2.5 Baths
    • 2,666 Sq Ft

    192 Southbridge Rd, Dudley, MA 01571

    Young Colonial home with a contemporary flair set on just over an acre! A sun-filled two-story foyer welcomes you & fills both levels with natural light. The open floor plan offers a spacious living room, dining area with sliders to the deck & a beautiful kitchen featuring granite countertops, breakfast bar, crisp white cabinetry, stainless steel appliances & a pantry. Bonus! The stove is

    Diane Dabrowski Lamacchia Realty, Inc

    192 Southbridge Rd, Dudley, MA 01571
  • /42

    $614,900 Open Sat 11:30AM - 1PM

    • 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
  • /4

    $60,000

    • Land
    • 19,602 Sq Ft
    • $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
  • /41

    $575,000

    • 6 Beds
    • 3 Baths
    • 2,900 Sq Ft

    19 Myrtle Ave, Webster, MA 01570

    This turnkey 6 bedroom, 3 bath, 2,900 sq ft investment property delivers strong CASH FLOW of $5,550.00 per month with recently updated units and a low-maintenance profile, sitting on a corner lot with 6 convenient parking spaces to attract and retain tenants. Located for commuters near I-395, I-80, I-90, and close to the CT border, it offers easy highway access, high rental demand, and stable

    Team ROVI Real Broker MA, LLC

    19 Myrtle Ave, Webster, MA 01570
  • /34

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,756 Sq Ft

    3 Boyden Street Extension, Webster, MA 01570

    Attention investors and homeowners! This two-family property in Webster offers a great opportunity for rental income or owner-occupancy. Both units offer a spacious and functional layout featuring two bedrooms, a full bathroom, and both have large living rooms and the potential for an office, additional living space or another bedroom. Unit 1 has beautiful hardwood floors that run throughout.

    Liz Puchala Lamacchia Realty, Inc.

    3 Boyden Street Extension, Webster, MA 01570
  • /40

    $385,000

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

    13 Harwood St, Oxford, MA 01540

    Discover the perfect blend of historic character and modern peace of mind at 13 Harwood St. This charming stone-front Cape offers a warm, lodge-like feel and serves as the ultimate canvas for a buyer ready to create their dream home. With major systems already updated, you can focus on the fun part, infusing this space with your personal style. Step inside to a living space that feels like a

    Pete Morris Sposato Realty Group

    13 Harwood St, Oxford, MA 01540
  • /40

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,381 Sq Ft

    217 W Main St, Dudley, MA 01571

    This inviting property offers 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

    Kim Synott eXp Realty

    217 W Main St, Dudley, MA 01571
  • /38

    $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
  • /29

    $439,900

    • 3 Beds
    • 1.5 Baths
    • 1,919 Sq Ft

    89 Center Rd, Dudley, MA 01571

    Welcome home to this charming 3-bedroom, 1.5-bath Cape-style home located in Dudley, just a short distance to Nichols College. This well-maintained property offers a functional layout with comfortable living spaces and plenty of natural light throughout. The home features a spacious yard—perfect for outdoor entertaining, gardening, or simply enjoying the seasons. Inside, you’ll find additional

    Tina Martinelli Byrnes Real Estate Group LLC

    89 Center Rd, Dudley, MA 01571
  • /22

    $419,900

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    6 Lerner Dr, Dudley, MA 01571

    Welcome to 6 Lerner Dr in Dudley — Priced below market value! This raised-ranch sits on a quiet dead-end road. Featuring 3-beds & 2-baths this home offers a spacious living room with hardwood floors and a cozy fireplace, plus a large eat-in kitchen with a breakfast bar. The primary bedroom includes its own full bath. Generous sized bedrooms. Small 3 season porch overlooking a large backyard that

    David Leal Noble Realty & Consulting, LLC

    6 Lerner Dr, Dudley, MA 01571
  • /6

    $125,000

    • Land
    • 8.61 Acres
    • $14,518 per Acre

    0 Wilsonville Rd Unit 24140220, Thompson, CT 06255

    Great opportunity to buy a large parcel of land in Thompson. There is an easement/dirt road going to the property at the end of Mary Rd. Property borders the highway right before the Wilsonville road exit. you can go in from Wilsonville road as well.

    Matthew Huberdault Byrnes Real Estate Company

    0 Wilsonville Rd Unit 24140220, Thompson, CT 06255
  • /2

    $124,900

    • Land
    • 1.15 Acres
    • $108,609 per Acre

    0 Old Southbridge Rd, Oxford, MA 01540

    Looking for a great lot in Dudley to build your dream home.... look no further! Enjoy this peaceful setting with your driveway access to your new home on Old Southbridge Rd, lot frontage is on Southbridge Rd. Perc test and land survey in hand, bring your contractor and your vision and make your dream home a reality.

    Diane Luong RE/MAX Vision

    0 Old Southbridge Rd, Oxford, MA 01540
  • /4

    $1,900,000

    • Land
    • 99 Acres
    • $19,192 per Acre

    0 Freeman Rd Unit 73369281, Charlton, MA 01507

    A potential 41 lot Single Family subdivision located on Freeman Rd. in an area of homes ranging in price of $500,000 to a million. Property needs wells and septic systems. Located near Rte. 20, Ma. Pike & I84 Great school opportunities with a regional school system and regional vocational school (Bay Path).

    Jo-Ann Szymczak RE/MAX Vision

    0 Freeman Rd Unit 73369281, Charlton, MA 01507
  • /34

    $377,000

    • 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
  • /39

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    20 Hill St, Webster, MA 01570

    Welcome to 20 Hill St in Webster! This charming and affordable home is the perfect opportunity for first-time buyers or anyone looking to step into homeownership. Since purchasing, the current owner has made valuable improvements, including a new roof, updated siding, and additional updates throughout the home—giving peace of mind and added value. Inside, you’ll find a cozy layout with great

    Marlene Reyes Rolon The Neighborhood Realty Group

    20 Hill St, Webster, MA 01570
  • /42

    $139,500

    • Land
    • 30,056 Sq Ft
    • $202,174 per Acre

    9 Howarth Rd, Oxford, MA 01540

    Welcome to 9 Howarth Road, the beautiful .69 acre riverfront lot on the French River off of Charlton Street in Oxford. It's central for walking, swimming nearby, and simply enjoying nature. Commute easily from this quiet dead-end road to access I-395 and Route 20. Launch your kayak or canoe in your back yard! Located 1/2 mile from Town Center, 1/2 mile from Hodges Village Pond/trails/hiking and

    Michael Fitzgerald Executive Real Estate, Inc.

    9 Howarth Rd, Oxford, MA 01540
  • /24

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,770 Sq Ft

    33 Slater St, Webster, MA 01570

    Welcome to this stunning, classic, one-level, stone faced Ranch! The perfect blend of timeless charm & expansive living area! This home boasts 1,860 sf+/-, 3 BRs, 2-1/2 baths, a yr-round sunroom w/sliders to private rear deck plus an additional 910 sf+/- of finished lower level living area w/full bath & exterior access ~ Need more living space? Explore the possibility of an “Additional Dwelling

    Bryan Pelletier Hope Real Estate Group, Inc.

    33 Slater St, Webster, MA 01570
  • /42

    $1,750,000

    • 4 Beds
    • 2.5 Baths
    • 3,687 Sq Ft

    22 Pattison Rd, Webster, MA 01570

    Premier lakefront retreat on a full recreational lake. Positioned at the end of a quiet, dead-end peninsula, this 4 bed, 2.5 bath home offers exceptional space for guests, entertaining, and large gatherings. Designed for seamless indoor-outdoor living, the property features a custom outdoor kitchen with a Napoleon gas grill, hot & cold sink, drink cooler, and a gas-plumbed firepit. Enjoy direct

    The Jenkins Group Keller Williams Realty

    22 Pattison Rd, Webster, MA 01570
  • /24

    $399,900 Open Sat 12PM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,780 Sq Ft

    177 Gore Rd, Webster, MA 01570

    Charming 3-bedroom, 1.5-bath home with attached 1-car garage set nicely on an elevated lot. Property offers great potential with many improvements already started and a functional layout throughout. Features include spacious living areas, attractive curb appeal, and a rear deck area ready for your finishing touches. Situated nicely on a hill with an attached one-car garage.

    The Ponte Group Keller Williams South Watuppa

    177 Gore Rd, Webster, MA 01570
  • /42

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft

    40 Scenic Ave, Webster, MA 01570

    Unique Colonial home that is well maintained and comfortable. Enjoy morning views of Webster lake on the back deck. Outdoor oasis with swimming pool, cabana and pergola with same lake views. Constructed in 1979, offering 1374 sq ft. All floors are wide wood barn board style, cathedral dining room and open kitchen with movable island. Large patio door opens to a deck with lake views and fenced

    Mark Marzeotti Lamacchia Realty, Inc.

    40 Scenic Ave, Webster, MA 01570
  • /35

    $374,999

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    5 Crosby St, Webster, MA 01570

    3 spacious bedrooms, 2 full bathrooms, and 1,700+ sq ft of flexible living space set the stage for this charming Colonial. Offering the potential for true first-floor living with two bedrooms and two full baths on the main level, this home provides versatility to fit a variety of lifestyles. Recent updates include a new boiler (2025) and hot water heater (2019), & LVP & hardwood floors to main

    Hailey Boucher Keller Williams Pinnacle MetroWest

    5 Crosby St, Webster, MA 01570
  • /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
  • /38

    $530,000

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

    1 Woodmere Rd, Dudley, MA 01571

    Hold on — this rare Dudley ranch just might be the one you’ve been waiting for! Tucked into a beautifully hidden location with minimal through traffic, this home offers an incredible blend of privacy, flexibility, and convenience. A welcoming center entrance and two private side entrances create a smart layout perfect for multigenerational living or added separation. One wing features the primary

    Kim Synott eXp Realty

    1 Woodmere Rd, Dudley, MA 01571
  • /40

    $1,050,000

    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    22 Union Point Rd, Webster, MA 01570

    WEBSTER LAKE SNUG HARBOR VILLA! THIS END UNIT IS THE MOST LUXURIOUS & LARGEST ON THE LAKE! Presenting a distinguished condo residence at 22 Union Pt Rd, Webster, an attractive property that will provide an exceptional waterfront lifestyle! This expansive 4600 sf+/- property is in great condition, offering an attractive environment designed for sophisticated comfort. The kitchen is a culinary

    Bryan Pelletier Hope Real Estate Group, Inc.

    22 Union Point Rd, Webster, MA 01570
  • /39

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    6 Lillian Ave, Thompson, CT 06277

    Why wait for new construction when you can move into this pristine, 2019-built Raised Ranch today? Tucked away on a quiet cul-de-sac in the sought-after Bonnette Acres (at the Webster line), this 1,800+ sq. ft. home offers the perfect "far away, close by" country setting. The open-concept main level features soaring cathedral ceilings, gleaming hardwoods, and a gourmet white kitchen with granite

    Sharon Pelletier Hope Real Estate Group, Inc.

    6 Lillian Ave, Thompson, CT 06277
  • /42

    $570,000

    • 2 Beds
    • 2 Baths
    • 1,768 Sq Ft

    20 Country Club Blvd Unit 20, Dudley, MA 01571

    Welcome to 20 Country Club Blvd, where luxury meets ease in one of Dudley’s most peaceful 55+ communities. Built in 2023 and offering the feel of new construction, this detached single-family condo is beautifully designed for refined, low-maintenance living. Inside, rich red oak hardwood floors, elevated finishes,& newly installed high-end blinds create a warm, polished atmosphere, while the

    Kaitlyn Flynn The Neighborhood Realty Group

    20 Country Club Blvd Unit 20, Dudley, MA 01571
  • /11

    $299,000

    • Land
    • 21.35 Acres
    • $14,005 per Acre

    00 Juniper Ln, Webster, MA 01570

    Town Sewer & Water at Street. 21+ Acres, Fast access to Highway, close to schools, towns and Webster Lake. Ideal family compound lot or 16 Lots (lots 1 & 2 are abutters), recorded 1988 subdiv. plan & 2005 revised Prelim subdiv.plan. Abutting landowners in exchange, their land known as lots 1 and 2 become street front lots or abutters may agree compensation for road widening easement . Buyer's

    Matthew Cuddy CUDDY Real Estate

    00 Juniper Ln, Webster, MA 01570
  • /7

    $99,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    81 Parkway Dr, Thompson, CT 06277

    Mobile home in a quiet, well-kept, sought-after 55+ community in Quinebaug Park. Features recent paint and siding updates, newer sliders opening up to a deck and a large yard with 3 sheds, and a garden area. Inside, enjoy a cozy propane fireplace, recently updated track lighting, and an efficient, single-level layout for comfortable living. Priced to sell - make it yours! Buyers are subject to

    Bonnie MacDonald Berkshire Hathaway NE Prop.

    81 Parkway Dr, Thompson, CT 06277
  • /4

    $75,000

    • Land
    • 8,712 Sq Ft
    • $375,000 per Acre

    0 Prospect St, Webster, MA 01570

    Land for Sale - bring your plans to life! Single or Multi-family (2 family) buildable lot. Per discussion with Town of Webster, a 2 family may be built on this lot. Great location, just minutes to downtown Webster!

    The Schlesman Realty Group ERA Key Realty Services

    0 Prospect St, Webster, MA 01570

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