55

Homes for Sale near Shepherd Hill Regional High School

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  • /28

    $410,000

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    22 Prindle Hill Rd, Charlton, MA 01507

    This contemporary single-family home located at 22 Prindle Hill Rd, Charlton, MA, offers 3 bedrooms and 2 bathrooms across 2,304 sq ft of living space. Built in 1988, the property features a concrete foundation and sits on a spacious 26,471 sq ft corner lot with plenty of parking available.The home boasts several standout features, including a master bedroom with a private balcony and ensuite

    Amaurys Valdera Brokerbe Inc.

    22 Prindle Hill Rd, Charlton, MA 01507
  • /41

    $689,900

    • 5 Beds
    • 3 Baths
    • 3,543 Sq Ft

    184 Burlingame Rd, Charlton, MA 01507

    Rare find! Pretty countryside cape has 2 story apartment in detached garage! Additional 1.98 acre house lot & 4 acre lot with heavy equipment, 2 story garage w/ 14' height doors may be negotiated. (NOT INCLUDED) This builders' own home has quality construction & upgrades not normally seen. Massive cabinet packed cherry kitchen has room to sit everyone at 1 table. Double doors in kit. step onto

    Diane Dabrowski Lamacchia Realty, Inc

    184 Burlingame Rd, Charlton, MA 01507
  • /23

    $950,000

    • Land
    • 286 Acres
    • $3,322 per Acre

    16 Sandersdale Rd, Charlton, MA 01507

    286 acres of farmland and forest subject to a permanent Agricultural Preservation Restriction, (APR) held by the Commonwealth of Mass on Sandersdale and Dresser Hill Rd (Rt 31) in Charlton, MA. 128 acres in fields and 158 acres in forest. The property abuts 162 acres of private lands with an APR also owned by Seller that they are retaining. A colonial 1830's house with 2764 sqft is included with

    Keith Ross LandVest, Inc.

    16 Sandersdale Rd, Charlton, MA 01507
  • /30

    $599,900 Open Sat 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    69A Mason Rd, Dudley, MA 01571

    Why wait for new construction when this 2021-built showstopper is ready now? This expansive 3-bed, 2-bath raised ranch in Dudley features beautiful hardwood floors, central air, and high-end finishes throughout. The eat-in kitchen shines with granite countertops, a large island, and stainless steel appliances—wide open to a spacious living/dining area filled with natural light. The primary suite

    James Black Real Broker MA, LLC

    69A Mason Rd, Dudley, MA 01571
  • /42

    $950,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    40 Blood Rd, Charlton, MA 01507

    NEW CONSTRUCTION Beautiful custom-built home sits on a picturesque lot on a charming country road. 3+ BR & a 4BR septic system, this thoughtfully designed home includes a first-floor master suite for single-level living. Heart of the home is a spacious kitchen & great room with 12' cathedral ceilings, recessed lighting, & a stunning 6.5' LED fireplace w/custom built-ins.Kitchen boasts Energy Star

    Roseanne Simmons A B Realty Group

    40 Blood Rd, Charlton, MA 01507
  • /42

    $685,000

    • 3 Beds
    • 4 Baths
    • 2,348 Sq Ft

    10 Tobin Dr, Dudley, MA 01571

    A HOME FOR ALL SEASONS in a fantastic neighborhood . Beat the summer heat in this 19'x33' kidney shaped salt water inground pool with jacuzzi jets A finished lower level with wet bar and half bath along with an exercise and separate craft rooms. Entering the main level you are greeted with an open kitchen/dining experience and a cathedral ceiling living room to accommodate a large

    Jo-Ann Szymczak RE/MAX Vision

    10 Tobin Dr, Dudley, MA 01571
  • /42

    $950,000 Open Sat 12PM - 1PM

    • 5 Beds
    • 4 Baths
    • 3,604 Sq Ft

    44 Hycrest Rd, Charlton, MA 01507

    This 5-bed, 4-bath Colonial Revival offers over 3,600 sq ft of light-filled living space on a 1.03-acre lot. The soaring cathedral ceiling and fireplace create a welcoming focal point in the living room, while the spacious kitchen is ideal for entertaining. Upstairs, enjoy five generous bedrooms including a dramatic primary suite with vaulted ceilings. Stay comfortable year-round with two zones

    The Torres Group Property Investors & Advisors, LLC

    44 Hycrest Rd, Charlton, MA 01507
  • /35

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    19 King Rd, Charlton, MA 01507

    Completely Renovated Country Retreat on 3.5 Acres.This beautiful home offers modern comfort in a tranquil setting. Set on 3.5 picturesque acres, the property features a spacious barn with a loft, electricity, water and a paddock—ideal for homesteading, hobby farming, or equestrian use. The home has been thoughtfully updated including new siding, windows, interior/exterior doors, electrical,

    Renee Prunier Lamacchia Realty, Inc.

    19 King Rd, Charlton, MA 01507
  • /42

    $684,000

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    74 Baker Pond Rd, Dudley, MA 01571

    Stunning! Every detail was thoughtfully planned & will satisfy the most decerning of buyers. This designer home perfectly balances seclusion, luxury, & convenience. Dream kitchen is equipped with premium exotic snakeskin granite counters, Schrock cabinetry, Viking French door double oven, Wolf five-burner cooktop, KitchenAid refrigerator with obsidian interior & under-counter drawer microwave.

    Diane Dabrowski Lamacchia Realty, Inc

    74 Baker Pond Rd, Dudley, MA 01571
  • /35

    $575,000

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    75 Hiland Rd, Charlton, MA 01507

    Brand New Construction!! Discover modern living at its finest in this beautifully crafted new construction home, offering a perfect blend of style, comfort, and functionality. Located in a a great location, this three bedroom, three bathroom residence is thoughtfully designed with high-end finishes and attention to detail throughout.Step into a bright, open-concept main floor featuring spacious

    Willene Koziara Mega Realty Services

    75 Hiland Rd, Charlton, MA 01507
  • /30

    $699,900

    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    66 Eagle Dr, Dudley, MA 01571

    Welcome to 66 Eagle Dr. From the moment you enter, you'll be greeted by a large foyer & gleaming hardwood floors. The large eat-in kitchen boasts granite countertops, an island, a pantry, lots of cabinet storage, modern appliances, a breakfast bar and a separate eating area. Other 1st floor amenities include a nice sized bedroom / office, a large dining room and a huge livingroom with cathedral

    David Leal Keller Williams Pinnacle Central

    66 Eagle Dr, Dudley, MA 01571
  • /38

    $649,900 Open Thu 4PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 2,790 Sq Ft

    6 Baker Pond Rd, Charlton, MA 01507

    This stunning four-bedroom, two-and-a-half-bathroom home sits on approximately 1.38 acres, surrounded by a sprawling landscape. The spacious, fenced-in backyard has an in-ground heated pool with a hardscaped deck, firepit and patio area that are perfect for relaxing or entertaining during spring through fall months. Inside the home features a classic colonial layout. The kitchen is equipped with

    Megan Sullivan Coldwell Banker Realty - Worcester

    6 Baker Pond Rd, Charlton, MA 01507
  • /40

    $599,995

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    2 W Dudley Rd, Dudley, MA 01571

    Welcome to 2 West Dudley Rd, a beautifully 4-bedroom, 3-bathroom new construction home. This spacious home features an inviting open-concept layout, where the living room, dining room, and kitchen flow seamlessly together under stunning vaulted ceilings. Perfect for entertaining, the large kitchen offers plenty of counter space, and the living and dining areas provide ample room for family

    Trinity Group Mega Realty Services

    2 W Dudley Rd, Dudley, MA 01571
  • /2

    $659,900

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

    105 Carroll Hill Rd, Charlton, MA 01507

    UGGGGGGG ! I'm so tired of looking at new construction ranches ............. Said no one EVER Fabulous new construction starting now for August delivery ,quality construction designer finishes SINGLE LEVEL LIVING with great spaces and a full walk out . still time to customize including for ADA what are you waiting for !

    Pat Harrington Harrington Real Estate Advisors

    105 Carroll Hill Rd, Charlton, MA 01507
  • /11

    $639,900

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

    8 Northside Rd, Charlton, MA 01507

    NEW PLAN AND NEW PRICE. TO BE BUILT CUSTOM COLONIAL NOW INCLUDING FINISHED SPACE IN THE WALK OUT LOWER LEVEL WITH 3 WINDOWS AND A SLIDER. PHOTOS ARE FROM A SIMILAR HOME PREVIOUSLY BUILT AND SOLD. Wonderful open plan for hosting family gatherings. Build the plan shown or we can custom design a plan for you!

    Jennifer McKinstry RE/MAX Prof Associates

    8 Northside Rd, Charlton, MA 01507
  • /28

    $675,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    36 Hiland Rd, Charlton, MA 01507

    Looking to move into a brand new home in Charlton ? Well here is your chance … currently under construction with a 60 days completion. This home is designed with an open concept 1st floor with hardwood floors Propane Fire place Living room , spacious dining room ideal for entertaining or large gatherings . The focal point will be the dine in kitchen with breakfast bar, granite counters, white

    Tracey Fiorelli Janice Mitchell R.E., Inc

    36 Hiland Rd, Charlton, MA 01507
  • /26

    $515,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 2,172 Sq Ft

    269 Dudley Southbridge Rd, Dudley, MA 01571

    Welcome to this beautifully updated raised ranch—your gateway to one of the area's most sought-after, quiet neighborhoods. As the very first home before entering the subdivision, you'll enjoy extra privacy with all the perks of the community. Inside, skylights and soaring cathedral ceilings fill the open-concept living area with natural light. The living room, anchored by a sleek propane

    We Close Deals Team Lamacchia Realty, Inc.

    269 Dudley Southbridge Rd, Dudley, MA 01571
  • /4

    $139,900

    • Land
    • 2.10 Acres
    • $66,619 per Acre

    Lot 6 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 6 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $159,900

    • Land
    • 5 Acres
    • $30,284 per Acre

    Lot 3 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 3 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 1.68 Acres
    • $83,274 per Acre

    Lot 4 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 4 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 2.00 Acres
    • $69,950 per Acre

    Lot 5 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 5 0 N Sullivan Rd, Charlton, MA 01507
  • /36

    $359,900

    • Land
    • 41 Acres
    • $8,731 per Acre

    140 Bond Rd, Charlton, MA 01507

    CALLING ALL DEVELOPERS, BUILDERS, NATURE LOVERS & HORSE PROPERTY ENTHUSIASTS LOOKING FOR A BIG PARCEL OF LAND IN CHARLTON. 41+ ACRES OF PRIVACY WITH THIS RESIDENTIAL LOT ON A QUIET COUNTRY ROAD. GORGEOUS STONE WALLS & BEAUTIFUL HOMES IN THIS TRANQUIL NEIGHBORHOOD. EXCELLENT OPPORTUNITY FOR DEVELOPMENT, LOCATED OFF OF MUGGETT HILL RD. HAVE YOU BEEN LOOKING FOR A BIG LOT TO BUILD YOUR NEXT HOME ON

    George Goulas Peoples Broker Realty

    140 Bond Rd, Charlton, MA 01507
  • /6

    $230,000

    • Land
    • 7 Acres
    • $32,349 per Acre

    0 N Sullivan Rd, Charlton, MA 01507

    Discover the perfect setting for your future home or investment on North Sullivan Road in Charlton. This 7.11-acre, level, and mostly cleared lot has already been surveyed and offers a fantastic opportunity to build in a peaceful yet convenient location. Just minutes from Route 49 and the Mass Pike, commuting is a breeze while still enjoying the quiet charm of the area. A beautiful pond is just

    Michelle Terry Team eXp Realty

    0 N Sullivan Rd, Charlton, MA 01507
  • /23

    $379,900

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft

    23 L Stevens Rd, Charlton, MA 01507

    Charlton 3 Bedroom 2 bath home with addition, perfect for multi-generational living. Nestled on a private 1.1 Acre lot with its own pond, large yard, and a nice deck, perfect for a future pool! The main home offers a huge primary bedroom, bathroom and second bedroom. A sun filled spacious living room, dining room and kitchen, the side entrance enclosed porch/mudroom area is conveniently located

    Kristen Merritt East Key Realty

    23 L Stevens Rd, Charlton, MA 01507
  • /2

    $450,000

    • Land
    • 10 Acres
    • $45,045 per Acre

    Lots 1+16 Pierpont Rd, Dudley, MA 01571

    Don't miss this incredible chance to acquire nearly 10 acres of prime land in Dudley! This offering includes two parcels, with 9.83 acres situated across from the water, and an additional 0.16-acre WATERFRONT strip offering water access.. There is 510' of frontage on Pierpont and 315' of frontage on the water. What do your dreams include?Perhaps a dock for your kayaks or pontoon boat, or just a

    Lee Joseph Coldwell Banker Realty - Worcester

    Lots 1+16 Pierpont Rd, Dudley, MA 01571
  • /41

    $469,900 Open House 6/28

    • 4 Beds
    • 2.5 Baths
    • 2,315 Sq Ft

    300 Mason Road Extension, Dudley, MA 01571

    Captivating corner-lot property, embodying both charm and practicality. This home uniquely accommodates those looking to blend home and professional life seamlessly, featuring a separate entrance perfectly suited for a home-based business. The layout offers ideal separation, maintaining privacy for both business and personal matters. One of the standout features is the serene and inviting private

    The Marzeotti Group Lamacchia Realty, Inc.

    300 Mason Road Extension, Dudley, MA 01571
  • /12

    $210,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    11 Chestnut St Unit 2, Dudley, MA 01571

    JUST LIKE BRAND NEW!! This 3 RM 1 BR condo is in Immaculate condition and have been recently renovated, new flooring, stove, kitchen cabinets, electric baseboard, toilet, sink & tiles in the bathroom. Laundry in the basement, 2 parking garages.Deeded Parking. NO WORK NEEDED HERE!! Move Right In. Very Easy to Show,

    Ewelina Dendroulakis Century 21 North East

    11 Chestnut St Unit 2, Dudley, MA 01571
  • /41

    $1,275,000

    • 6 Beds
    • 4.5 Baths
    • 4,702 Sq Ft

    124 Osgood Rd, Charlton, MA 01507

    PRICED TO SELL! Stunning 4,702 SF, 6 BR, 4.5 bath custom home on 2.48 acres on Glen Echo Lake. Redesigned, and completely rebuilt in 2020, it’s perfect for growing or multigenerational families. The main floor has an expansive open floor plan, where a see-through fireplace anchors the living, dining, and kitchen areas. A butler’s pantry, half bath, large closet, mudroom, striking wrap-around back

    Lisa Bradley Coldwell Banker Realty - Worcester

    124 Osgood Rd, Charlton, MA 01507
  • /42

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 1,864 Sq Ft

    8 New Spencer Rd, Charlton, MA 01507

    You'll find amazing upgrades at every turn in this 3-bedroom, 2.5 bath home. Cooking enthusiasts will wow at the expansive kitchen with center island & granite counters which opens to the dining area and living room with cathedral ceiling and gas fireplace. Three spacious bedrooms overlook the resort-style back yard and a spa-like bath complete with oversized shower with multiple shower heads,

    Diane Luong RE/MAX Vision

    8 New Spencer Rd, Charlton, MA 01507
  • /2

    $125,000

    • Land
    • 1.38 Acres
    • $90,580 per Acre

    3L Hiland Rd, Charlton, MA 01507

    Buildable large gorgeous level lot on private dead end road to Cranberry Meadow Pond. Over an acre of land to build your dream home. Cleared and ready to start construction! New houses being built nearby. Great commuter location, right off 31. Home being constructed next door/Spec home also listed, available to be built by same builder. See 73376939. Lot 3 on Maps, Lot has been cleared and

    Jodi Healy Its My Real Estate

    3L Hiland Rd, Charlton, MA 01507
  • /5

    $699,999

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

    3 Hiland Rd, Charlton, MA 01507

    3-5 Months to delivery! Gorgeous to be built colonial. Plan adjustable. Builder will consider custom. Time to choose colors! Can be sold separately as land, $125,000 see MLS #: 73376940- Lot 3 on Maps. Lot has been cleared and staked. Take a ride by and see this beautiful lot! The home next door abutting is the same floor plan, to be built. Please do not enter the home without permission.

    Jodi Healy Its My Real Estate

    3 Hiland Rd, Charlton, MA 01507
  • /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
  • /29

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft

    29 Sampson Rd, Charlton, MA 01507

    Looking for a Homestead in Charlton? This Ranch style home is surrounded by open hay fields currently in 61A. So many great options for this property! Fenced back yard with concrete patio area and storage shed great for pets while the open fields have been fertilized annually to produce hay for local area livestock.Treehouse and Heritage golf course are minutes away as well as easy access to area

    Jennifer McKinstry RE/MAX Prof Associates

    29 Sampson Rd, Charlton, MA 01507
  • /6

    $149,900

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    116 Nugget Dr, Charlton, MA 01507

    Attention Builders & Investors – Waterfront Opportunity! Location, Location, Location! This rare offering in desirable Charlton is a dream opportunity for renovation or new construction. Build your dream home on Nugget Pond. Whether you’re looking for a personal project or a smart investment, this is a complete renovation or tear-down with incredible upside. The property also comes with beach

    Tammy Ruda Team Impressa LLC

    116 Nugget Dr, Charlton, MA 01507
  • /6

    $85,000

    • Land
    • 0.12 Acre
    • $708,333 per Acre

    0 Stevens Park Rd, Charlton, MA 01507

    Lot with view of Glen Echo Lake and Buyer to verify all information with the Town.

    Steve Byrne First Place Realty

    0 Stevens Park Rd, Charlton, MA 01507
  • /6

    $799,900

    • Land
    • 107 Acres
    • $7,504 per Acre

    107A Colburn Rd, Charlton, MA 01507

    Located in the serene town of Charlton, this 100-acre parcel of land presents a rare investment opportunity! Currently, the land hosts a solar field that is under a ground lease contract, which offers nearly $1.5 million in remaining payments over the next 35 years.The lease terms include a 1% annual increase, ensuring consistent returns for the duration of the agreement. Approximately 20 of the

    James Black Real Broker MA, LLC

    107A Colburn Rd, Charlton, MA 01507
  • /18

    $200,000

    • 1 Bed
    • 1 Bath
    • 1,058 Sq Ft

    36 Pine Rd, Charlton, MA 01507

    Great opportunity for a savvy investor who will recognize the value of what's been done here. Many items have been completed here but a few remain to complete this project. Even though this home needs finishing you will be pleased to see that many of the high-ticket items have been taken care of. Items such as new septic, new well, new wiring, new plumbing, windows and a new mini-split. New

    David Mitchell Keller Williams Realty Signature Properties

    36 Pine Rd, Charlton, MA 01507
  • /36

    $515,000

    • 4 Beds
    • 2 Baths
    • 2,032 Sq Ft

    8 Sunrise Shores E, Dudley, MA 01571

    Are you looking for single level living with SPACIOUS rooms and a tranquil setting with water views? Well look no more! This is a fabulous 4 bedroom/ 2 bath home with open concept living. You will love the vaulted tongue and grove wood ceilings and the beautiful stone fireplace. The kitchen has SS appliances, gas stove, granite counters and an over sized center island. The wonderful flexible

    Ann Marie Sorensen ERA Key Realty Services- Auburn

    8 Sunrise Shores E, Dudley, MA 01571
  • /5

    $200,000

    • Land
    • 35 Acres
    • $5,759 per Acre

    0 Hayden Pond Rd, Dudley, MA 01571

    Spanning 34.73 acres in Dudley, this expansive lot offers approximately 163 feet of road frontage. With potential for one home or two homes with a shared driveway, this property provides a unique opportunity for privacy and development in a serene setting. See it today!

    Heather Armbruster Lamacchia Realty, Inc.

    0 Hayden Pond Rd, Dudley, MA 01571
  • /40

    $699,000

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

    63 Jennings Dr, 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 are evident 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

    The Riel Estate Team Keller Williams Pinnacle Central

    63 Jennings Dr, Charlton, MA 01507

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