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Homes for Sale near Shepherd Hill Regional High School

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  • /31

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft

    44 Richardson Corner Rd, Charlton, MA 01507

    Step into this fully updated 3 bed, 2.5 bath home in Charlton sitting on 4.25 acres—giving you all the space & privacy you’ve been looking for. The main level features a sleek, modern kitchen w/ a massive island that’s perfect for cooking / entertaining. The open flow into the dining area & living room makes the whole space feel bright, airy, & effortless. Upstairs, you'll find a generously-sized

    Agent Photo

    James Black

    Real Broker MA, LLC

    (508) 452-6245

    44 Richardson Corner Rd, Charlton, MA 01507
  • /42

    $639,900

    • 5 Beds
    • 3.5 Baths
    • 3,008 Sq Ft

    58 Eagle Dr, Dudley, MA 01571

    Spacious 5-bedroom home which includes a 2-bedroom In-law Apartment, perfect for multi-generational living! Located on a quiet cul-de-sac, this home features solar panels, central AC, hardwood floors, and fresh paint. The main level includes an additional bonus room ideal for a home office, playroom, additional dinning area, etc... Enjoy a large 2-car garage, fenced yard, and a welcoming farmer’s

    Joshua Somers P & H Property Consulting, Inc.

    58 Eagle Dr, Dudley, MA 01571
  • /42

    $595,000 Open Tue 11AM - 12:30PM

    • 3 Beds
    • 3 Baths
    • 2,392 Sq Ft

    143 Charlton Rd, Dudley, MA 01571

    Your own private retreat with a yard suitable for all types of recreation. 477' deep.. This home was designed for comfort and entertaining offering a first floor family room and open floor plan concept. Seller has meticulously maintained this property both inside and out. Easy highway access for commuting 10 minutes to Ma. Pike, Rte. 395,290, 12, 20 and 146 . Dudley is a community offering

    Jo-Ann Szymczak RE/MAX Vision

    143 Charlton Rd, Dudley, MA 01571
  • /25

    $659,900

    • 3 Beds
    • 2.5 Baths
    • 2,177 Sq Ft

    18 Mckinstry Dr, Charlton, MA 01507

    Gorgeous new construction farmhouse-style split, loaded with upgrades & high-end finishes, set on a picture-perfect level lot in a cul-de-sac neighborhood! This energy-efficient 3BR, 2.5BA home features an open-concept main level with cathedral ceilings, hardwood floors & recessed lighting throughout. The sun-filled living room with an elegant electric fireplace flows into the designer kitchen

    Mark Balestracci Lamacchia Realty, Inc.

    18 Mckinstry Dr, Charlton, MA 01507
  • /39

    $705,000

    • 4 Beds
    • 2.5 Baths
    • 3,272 Sq Ft

    1 Deer Run, Charlton, MA 01507

    Discover timeless charm and abundant space in these 9 rooms, 4 generous bedrooms with oversized closets (master 26x14 w/attached walk-in closet),2F1 half baths (master w/oversized jacuzzi) home spanning 3272 sq.ft. that's nestled in a sought-after neighborhood in Charlton. The open floor plan centers around the spacious kitchen that flows into a massive 24x24 family room. Step out of the kitchen

    Kim Tiscione Casella Prestigious Homes

    1 Deer Run, Charlton, MA 01507
  • /33

    $639,900

    • 4 Beds
    • 2.5 Baths
    • 2,967 Sq Ft

    24 Susan Dr, Dudley, MA 01571

    Welcome to this beautifully maintained 4-bedroom home with office and bonus space on a 1⁄2-acre lot. Built in 2003, this property has been lovingly maintained and offers both comfort and versatility. The main level features a bright and open floor plan with generous living and dining areas, a well-appointed kitchen, and a family room perfect for entertaining. The dedicated office provides an

    Jessica Wales Red Door Realty

    24 Susan Dr, Dudley, MA 01571
  • /29

    $614,900

    • 3 Beds
    • 3 Baths
    • 1,888 Sq Ft

    76 Number 6 Schoolhouse Rd, Charlton, MA 01507

    Situated on over four acres, this newly constructed Charlton home offers a peaceful setting with modern amenities. The open floor plan features three bedrooms and three full baths. The fully applianced kitchen includes ample cabinetry, quartz countertops, a center island, and recessed lighting. The dining area opens to a composite deck overlooking the wooded backyard—perfect for relaxing or

    Paolucci Team Post Road Realty

    76 Number 6 Schoolhouse Rd, Charlton, MA 01507
  • /41

    $749,900

    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft

    58 Lelandville Rd, Charlton, MA 01507

    Being finished the first week of November- still time to pick finishes and colors. Ready to move into the exceptional open floor plan charm of 58 Lelandville Road, a single-family residence nestled in the serene landscape of Charlton, Massachusetts. New construction under 800k. Huge island, 3 bedrooms, huge island, private back yard, and oversized garage. Everything you need to downsize or move

    Jodi Healy Its My Real Estate

    58 Lelandville Rd, Charlton, MA 01507
  • /38

    $615,000

    • 3 Beds
    • 3 Baths
    • 2,252 Sq Ft

    27 W Applewood Dr, Charlton, MA 01507

    A well maintained oversized split located on a 1.4 acre lot. , An open floor plan with cabinet packed kitchen with breakfast bar and a formal dining area. Main bedroom has a full bath with updated walk-in shower. Seller designed this home with many upgrades including central air , central vac, sprinkler system, retractable awning on private deck. The lower level has an L-shaped family room with

    Jo-Ann Szymczak RE/MAX Vision

    27 W Applewood Dr, Charlton, MA 01507
  • /30

    $669,000

    • 4 Beds
    • 2.5 Baths
    • 2,839 Sq Ft

    71 Bay Path Rd, Charlton, MA 01507

    Price reduced bring offers ! Beautifully designed, this 4/5 bedroom, 2.5-bath Colonial offers spacious living on a scenic, tree-lined acre+ lot in Charlton. Located in a very quiet neighborhood with incredibly quick access to Route 20, the home features 9-ft ceilings and a two-story foyer, hardwood floors in the living and dining rooms, and tile in the kitchen and baths. The kitchen was renovated

    David Fay Redfin Corp.

    71 Bay Path Rd, Charlton, MA 01507
  • /41

    $769,995

    • 4 Beds
    • 2.5 Baths
    • 2,697 Sq Ft

    86 Berry Corner Rd, Charlton, MA 01507

    Welcome to your brand-new Colonial in Charlton! This 4-bedroom, 2.5-bath home is designed with comfort and style in mind. The open-concept first floor features walnut-stained hardwood floors, a cozy gas fireplace, and a bright kitchen and dining area that make gathering easy. Enjoy central heating and cooling with efficient propane heat. The spacious master suite offers two walk-in closets with

    Trinity Group Mega Realty Services

    86 Berry Corner Rd, Charlton, MA 01507
  • /29

    $600,000

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

    39 Hycrest Rd, Charlton, MA 01507

    Nestled in the picturesque and historic town of Charlton, this colonial home, built in 2022, provides a peaceful suburban escape with convenient access to major roadways such as Route 20 and I-90. The main floor of this 4BD/2.5BA residence showcases a modern, open-concept design ideal for entertaining. It is centered around a bright white kitchen with an island, SS appliances, and ample storage

    Scott Driscoll Redfin Corp.

    39 Hycrest Rd, Charlton, MA 01507
  • /38

    $629,900

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

    71 Eagle Dr, Dudley, MA 01571

    The inviting front porch is the 1st appealing feature that beckons you to take a look at all the amazing desireable features found in this young 3 bedroom, 3.5 baths hip roof colonial. Plenty of space for holiday/family gatherings/ Formal dining room accented with glassed french doors. Lovely gleaming hardwood floors on 1st & 2nd floors. Off the kitchen you have a full bath - perfect for guests

    Patti-Anne Faucher Patti Faucher Real Estate

    71 Eagle Dr, Dudley, MA 01571
  • /29

    $624,900

    • 3 Beds
    • 2.5 Baths
    • 2,373 Sq Ft

    11 Lempicki Rd, Dudley, MA 01571

    Welcome to 11 Lempicki Rd! The living room features warm beamed ceilings, while the kitchen offers plenty of cabinet space & a breakfast nook. A spacious 3-season room extends in between the living and dining rooms—perfect for relaxing or entertaining. Upstairs, the primary suite provides a private escape w/ a generous closet & spa-like bath w/ jacuzzi tub. The attic boasts a roomy retreat that

    James Black Real Broker MA, LLC

    11 Lempicki Rd, Dudley, MA 01571
  • /16

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    38 N Sullivan Rd, Charlton, MA 01507

    Welcome to your peaceful escape! This lovely single-family ranch sits on 6.77 secluded acres and offers direct access to beautiful Sibley Pond. Wake up to breathtaking waterfront views and enjoy privacy, nature, and charm in one perfect package. This spacious home offers 4 bedrooms, 2.5 bathrooms, including a private ensuite in the primary bedroom for added comfort and convenience. Features a

    Steven Bracero Vanderbilt Properties, LLC

    38 N Sullivan Rd, Charlton, MA 01507
  • /42

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    21 Prospect Ave, Dudley, MA 01571

    Meticulously maintained & beautifully updated, this 1,600+ sq. ft. home offers exceptional curb appeal & modern comfort. The exterior showcases new siding, an in-ground pool surrounded by a paver patio, & an oversized deck complete w/a relaxing jacuzzi, perfect for entertaining or unwinding outdoors. Inside, the open-concept layout connects the spacious kitchen, dining area, living room, &

    Jared Meehan RE/MAX Bell Park Realty

    21 Prospect Ave, Dudley, MA 01571
  • /24

    $420,000

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    4 Charlton Rd, Dudley, MA 01571

    Here is your chance to own a beautiful cape style home that has been well maintained by the same family for over 60 years. Conveniently located in the desirable Dudley-Charlton school district. This home features four bedrooms, two full baths, and solid hardwood flooring. The first floor bedroom is currently being used as a laundry room but could easily be converted back if desired. Lots of

    Michael Dell'ovo Local Realty Pro

    4 Charlton Rd, Dudley, MA 01571
  • /2

    $125,000

    • Land
    • 1.56 Acres
    • $80,128 per Acre

    0 Partridge Hill Rd, Charlton, MA 01507

    Build your dream home in one of the most desirable neighborhoods in Central Massachusetts! This gorgeous, level lot is located in the highly sought-after Partridge Hill area, surrounded by beautiful custom homes on a scenic country road. Enjoy a peaceful, rural setting while still benefiting from quick access to shopping, dining, schools, and major commuter routes — the perfect blend of privacy

    David Stead RE/MAX Partners

    0 Partridge Hill Rd, Charlton, MA 01507
  • /30

    $449,000

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    8 Ridge Dr, Dudley, MA 01571

    Welcome to 8 Ridge Dr, Dudley MA! Nestled on a quiet side street, this beautifully updated ranch is move-in ready and full of charm. Step inside to find a stunning new kitchen with modern finishes, refinished hardwood floors, and a bright, open living room featuring a beautiful electric fireplace—perfect for cozy evenings. The new bathroom offers fresh style and comfort, while the new minisplit

    Steven Pizzarella RE/MAX Partners

    8 Ridge Dr, Dudley, MA 01571
  • /13

    $419,900

    • 3 Beds
    • 1 Bath
    • 1,188 Sq Ft

    10 Tanyard Rd, Dudley, MA 01571

    Welcome to 10 Tanyard Rd, Dudley MA — a beautifully updated 3-bedroom ranch in a desirable neighborhood near Nichols College! This move-in ready home features gleaming hardwood floors, central air conditioning, and an oversized kitchen with granite countertops, stainless steel appliances, and a spacious dining area perfect for gatherings. The updated full bath offers modern finishes and vinyl

    David Stead RE/MAX Partners

    10 Tanyard Rd, Dudley, MA 01571
  • /10

    $250,000

    • Land
    • 1.56 Acres
    • $160,256 per Acre

    19 Dresser Hill Rd, Charlton, MA 01507

    Check out this rare opportunity in a great location! This property has so many possibilities. Property is a wide open lot with a driveway on each side. Right now the building is just used for storage, but can be used for much more! Seller has a PERC test and septic design in hand. Public records has the building as 2,472 sq ft.

    Matthew Huberdault Real Broker MA, LLC

    19 Dresser Hill Rd, Charlton, MA 01507
  • /42

    $446,900

    • 3 Beds
    • 1 Bath
    • 2,264 Sq Ft

    216 Brookfield Rd, Charlton, MA 01507

    Lovingly maintained & renovated antique home was originally built around 1796! "The Sunset Hill Home" has many orig. features w/ modern updates to the electrical, framing, roof, plumbing, well & heating systems. Warm welcome into cathedral family room with pine floors & woodstove or main foyer with tin ceiling. Country kitchen w/ pantry & separate laundry room. Stone hearth remains in DR & has

    Diane Dabrowski Lamacchia Realty, Inc

    216 Brookfield Rd, Charlton, MA 01507
  • /29

    $900,000

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

    77 W Main St, Dudley, MA 01571

    DUTCH COLONIAL TWO FAMILY HOME WITH FOUR BUILDABLE LOTS...A RARE INVESTMENT OPPORTUNITY IS KNOCKING ON YOUR DOOR! Perfect for the visionary owner-occupant or a savvy investor, this offering pairs a charming multi-family residence with five undeveloped parcels awaiting your builder’s creativity and future income stream. Convenient to shopping, dining and commuter routes to CT and RI it’s the

    Kathleen Edwards Keller Williams Realty Metropolitan

    77 W Main St, Dudley, MA 01571
  • /32

    $449,995

    • 4 Beds
    • 3.5 Baths
    • 2,394 Sq Ft

    32 Worcester Rd, Charlton, MA 01507

    Versatile 3-Unit Investment Property – 2 Newly Renovated Units. Welcome to a rare opportunity in the heart of Charlton! This well-maintained 3-unit multi-family property is perfectly suited for both a new or veteran investor. With desirable units, location, and a strong rental history, this property offers both immediate and long-term potential. The occupied units being around the peak of market

    Candor Realty Group Four Points Real Estate, LLC

    32 Worcester Rd, Charlton, MA 01507
  • /30

    $449,000

    • 4 Beds
    • 3 Baths
    • 2,230 Sq Ft

    145 Center Rd, Dudley, MA 01571

    Big Price Reduction! Motivated Sellers! This is one of a few Antique Beauties that line Center Road - it has wonderful curb appeal & is nicely set back off the road. Inside you will find tons of space & rooms for all your needs! Enter into the Large Living Room w/original wide pine floors that flows directly into the formal Dining Room. Peek around the corner to see the large updated kitchen

    Karen Russo Coldwell Banker Realty - Worcester

    145 Center Rd, Dudley, MA 01571
  • /35

    $799,900

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

    60 Saundersdale Rd, Charlton, MA 01507

    New Construction on a beautiful Estate Style 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 beautiful hardwood flrs, crown

    Mike Howard Andrew J. Abu Inc., REALTORS®

    60 Saundersdale Rd, Charlton, MA 01507
  • /40

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    45 Jennings Rd, Charlton, MA 01507

    Brand new, state-of-the-art home just built in 2025. Offering an exceptional living experience with its spacious 4-bedroom, 2.5-bathroom layout. The home's high-end finishes and luxurious touches areevident throughout from the gleaming hardwood floors that grace the first floor and second-floor hallways to the cozy plush bedroom carpeting. The kitchen is a true showpiece, featuring SS

    Syed Khan Unique Realty , LLC

    45 Jennings Rd, Charlton, MA 01507
  • /5

    $400,000

    • Land
    • 17.4 Acres
    • $22,989 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 RE/MAX Executive Realty

    0 Putnam Rd, Dudley, MA 01571
  • /42

    $499,900

    • 3 Beds
    • 3 Baths
    • 2,367 Sq Ft

    18 Old Worcester Rd, Charlton, MA 01507

    Welcome to a home filled with character & surrounded by natural beauty. Inside, the kitchen & dining area flow easily together, creating an open space for gatherings. Just beyond, a nook between the living room & bedrooms offers a spot for reading or working. Upstairs, a studio apartment offers space for guests, extended family, or creative space. With an eating area & full bath, it’s a flexible

    James Black Real Broker MA, LLC

    18 Old Worcester Rd, Charlton, MA 01507
  • /5

    $179,999

    • Land
    • 14.64 Acres
    • $12,295 per Acre

    0 Blood Rd, Charlton, MA 01507

    Escape to your own private sanctuary in Charlton. This remarkable 14-acre lot on Blood Road offers the perfect blend of natural beauty and convenience, providing a private haven for anyone who loves the outdoors. The property features a beautiful pond and expansive wooded areas, creating a secluded retreat where you can fish, kayak, or simply relax by the water’s edge. The land’s thoughtful

    Daniel Smachetti L & M Realty

    0 Blood Rd, Charlton, MA 01507
  • /37

    $649,500

    • 4 Beds
    • 3.5 Baths
    • 3,392 Sq Ft

    44 Buffum Rd, Charlton, MA 01507

    Welcome to 44 Buffum Rd—a spacious and well-maintained 4-bed, 3.5-bath Colonial with 3,392 sq ft of living space set on a private 1.5-acre lot. This home offers a flexible layout across three finished levels, perfect for extended family, home offices, or entertaining. The walk-out lower level includes a private bedroom, full bath with jetted tub, walk-in closet, den, and a bonus room ideal for a

    Damien Dumont Lamacchia Realty, Inc.

    44 Buffum Rd, Charlton, MA 01507
  • /35

    $459,900

    • 3 Beds
    • 1 Bath
    • 1,572 Sq Ft

    10 Harrington Rd, Charlton, MA 01507

    Are you thinking of the holidays in your new home? This neat, clean expanded L shaped ranch is ready for you to move right in! A recent 14 x 30 addition of a family room offers privacy to a hidden patio & yard area. The cathedral main bedroom is off of the DR & family room side of the home for privacy between bedrooms. The recent kitchen is fully applianced w/ access to the back yard patio.

    Diane Dabrowski Lamacchia Realty, Inc

    10 Harrington Rd, Charlton, MA 01507
  • /36

    $399,000

    • 4 Beds
    • 2 Baths
    • 2,354 Sq Ft

    13 Oxford Ave, Dudley, MA 01571

    Located at 13 Oxford Ave, Dudley, MA 01571 in Worcester County, this multi-family residence stands as an invitation for an ambitious owner occupier / investor, who has been waiting for the right opportunity, to create a home sweet home while building investment equity. This 2 family offers 2,354 SF of living area with 2 Large Apartments, 5 Spacious Rms, 2 BRs, 1 Bath each. It has a beautiful

    Sharon Pelletier Hope Real Estate Group, Inc.

    13 Oxford Ave, Dudley, MA 01571
  • /39

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 2,110 Sq Ft

    280 Dudley Southbridge Rd, Dudley, MA 01571

    **Back on Market due to buyers not able to satisfy their home sale contingency** This Spacious and well loved 4 bedroom home is located on a picturesque 8 acre lot, making it an excellent opportunity for those seeking a country lifestyle. Beautiful grounds featuring mature perennials and established trees offering privacy as well as visual appeal. The front porch provides a pleasant space for

    Katherine Larose Keller Williams Pinnacle Central

    280 Dudley Southbridge Rd, Dudley, MA 01571
  • /41

    $999,900

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

    11 Ardlock Place, Dudley, MA 01571

    Welcome to 11 Ardlock Pl. in wonderful Dudley. Total privacy awaits. Located on a dead end road & sitting on 4 acres this private retreat offers it all. The outdoors features a full pickleball / tennis court, a bocce court, an outdoor patio with oven, a large circular driveway with parking for 40+ cars, fruit trees & veg gardens. The house offers over 3500 sq of living space, 4 bedrooms, 3

    Ariana Faubert Noble Realty & Consulting, LLC

    11 Ardlock Place, Dudley, MA 01571
  • /37

    $549,900

    • 4 Beds
    • 3 Baths
    • 1,888 Sq Ft

    149 Berry Corner Rd, Charlton, MA 01507

    Welcome to this expansive ranch home set on 2 acres, offering two full levels of versatile living space! The main level highlights a spacious tiled eat-in kitchen with a center island, stainless steel appliances, and lots of cabinet space. A spacious room with vaulted ceilings is currently being used as the master suite but could also easily be converted into a living room or dining area to suit

    Dawn Truax Red Door Realty

    149 Berry Corner Rd, Charlton, MA 01507
  • /6

    $890,000

    • Land
    • 4.95 Acres
    • $179,798 per Acre

    0 Trolley Crossing Rd, Charlton, MA 01507

    Fantastic location just off route 20 with easy access to major routes. Price includes 3 lots, 2 are zoned Village District and 1 at 2 acres is zoned Community Business. So many options for this great location.

    Jennifer McKinstry RE/MAX Prof Associates

    0 Trolley Crossing Rd, Charlton, MA 01507
  • /39

    $739,900

    • 3 Beds
    • 3 Baths
    • 1,776 Sq Ft

    72 Flaxfield Rd, Dudley, MA 01571

    Welcome to this stunning lakeside retreat where comfort meets style. Updated kitchen with large breakfast bar, stainless steel appliances and recessed lighting flows seamlessly to the heart of this home -the living room- complete with vaulted-ceiling, skylights, a cozy fireplace and an abundance of natural light. Step through the living room sliding doors onto an expansive screened-in porch,

    Tom DeCarlo Real Broker MA, LLC

    72 Flaxfield Rd, Dudley, MA 01571
  • /28

    $487,000

    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft

    15 Priscilla Ln, Charlton, MA 01507

    BUYER GOT COLD FEET- SO WE ARE BACK ON THE MARKET AND-SELLERS HAVE DECIDED TO REMOVE THE POOL! This is your chance to own this uniquely beautiful split/ cape style home in a wonderful Charlton neighborhood. As you pull up you will be welcomed by the paved driveway with plenty of guest parking and a beautifully landscaped front yard. A split style entry leads up to a lovely brick fireplaced dining

    Jennifer McKinstry RE/MAX Prof Associates

    15 Priscilla Ln, Charlton, MA 01507
  • /32

    $474,900

    • 3 Beds
    • 1.5 Baths
    • 1,251 Sq Ft

    5 5th Ave, Dudley, MA 01571

    Welcome to this beautifully updated 6 room, 3 bedroom, 1.5 bath ranch with modern finishes. Step into gleaming hardwood floors, recessed lighting throughout, and large windows that fill the home with natural light. The stunning white kitchen is the heart of this home, complete with granite countertops, stainless steel appliances, and abundant cabinet space. Main bath renovated with custom tile

    Ryan Miranda Nixon Realty Inc.

    5 5th Ave, Dudley, MA 01571

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