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Homes for Sale near Thomas Prince School

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  • /42

    $1,325,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 5.5 Baths
    • 5,356 Sq Ft

    150 Mountain Rd, Princeton, MA 01541

    EXTRAORDINARY ARCHITECT-DESIGNED AMERICAN SHINGLE STYLE HOME WITH STUNNING VIEWS TO BOSTON! Unparalleled craftsmanship at every level of this 5400 sq feet, 5 bedrooms, 5.5 baths bespoke home. Breathtaking entrance, custom kitchen & living spaces filled with natural materials & exotic woods. Chef's kitchen that includes a handmade copper hood, high-end appliances, two Gaggenau ovens, oversized

    Agent Photo

    Janet Schoeny

    RE/MAX Vision

    150 Mountain Rd, Princeton, MA 01541
  • /14

    $799,000

    • Land
    • 0 Sq Ft

    223 Worcester Rd, Sterling, MA 01564

    Perfect opportunity for a 40B project. Prime Mixed-Use Development Opportunity in Sterling! Welcome to 223 Worcester Road, a 3.7-acre parcel of mixed-use zoned land offering endless potential for residential, commercial, or combined development. Strategically located on a well-traveled road just minutes from Mt. Wachusett, this lot presents an exceptional opportunity for builders, investors, and

    The Espinola Group

    Keller Williams Realty-Merrimack

    223 Worcester Rd, Sterling, MA 01564
  • /41

    $674,900

    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    49 Larson Ave, Leominster, MA 01453

    Welcome to this beautifully updated Colonial near the desirable Leominster-Sterling line. Set on a landscaped 0.61-acre lot in a quiet neighborhood, this 3-bedroom, 2.5-bath home blends classic charm with modern efficiency. The open-concept main level features a granite kitchen with peninsula, stainless steel appliances, hardwood floors, and a sun-filled family room with vaulted ceilings and

    Rebecca Koulalis Redfin Corp.

    49 Larson Ave, Leominster, MA 01453
  • /35

    $635,000

    Open Sun 11:30AM - 1:30PM
    • 4 Beds
    • 3 Baths
    • 2,596 Sq Ft

    9 Laurel Ln, Princeton, MA 01541

    Welcome to Laurel Acres, a former gentleman's farm nestled on 2.4 acres, this charming Cape-style home offers the perfect blend of country living and modern comfort. Once home to milking cows and crops, the property retains its farm appeal while providing the space and flexibility today's buyers desire. Inside, you'll find 4 bedrooms&3 full bathrooms, including a walk-out lower-level in-law suite

    Kate Crochetiere Coldwell Banker Realty - Leominster

    9 Laurel Ln, Princeton, MA 01541
  • /36

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,736 Sq Ft

    396 Elmwood Ave, Jefferson, MA 01522

    Better than new, this STUNNING 2 yr old Holden home offers luxury & thoughtful upgrades throughout! Set off the road with beautiful wooded views, this custom build features a welcoming front porch & rear deck w/privacy screening on 1.81 acres. Inside you’ll find 9-ft ceilings & gorgeous Canadian Ash HW flooring. The chef’s kitchen boasts ceiling-height cabinetry, quartz counters, LG Studio

    Jill Bailey Redfin Corp.

    396 Elmwood Ave, Jefferson, MA 01522
  • /33

    $295,000

    Open Sun 10:30AM - 11:30AM
    • 2 Beds
    • 1.5 Baths
    • 1,002 Sq Ft

    330 Sterling St Unit B8, West Boylston, MA 01583

    OFFER DEADLINE 4PM SUNDAY 7/12/26 - Welcome to effortless condo living in one of West Boylston's most desirable communities. This beautifully updated three-level home offers a unique and spacious layout featuring 2 bedrooms, a versatile office, and abundant natural light throughout. At the heart of the home is the stunning, fully remodeled kitchen with stylish finishes, generous workspace, and an

    Kaitlyn Flynn The Neighborhood Realty Group

    330 Sterling St Unit B8, West Boylston, MA 01583
  • /20

    $499,900

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    9 Gates Terrace, Sterling, MA 01564

    Discover this remarkable three bedroom home featuring a spacious open layout that invites natural light throughout. The first floor boasts a beautifully designed living area, perfect for both relaxation and entertaining. Adjacent to the living room is a recently updated kitchen with freshly painted cabinets and new flooring. You will find a conveniently located half bathroom equipped with storage

    Caryn Gorczynski Center Home Team

    9 Gates Terrace, Sterling, MA 01564
  • /8

    $169,900

    • Land
    • 1.5 Acres
    • $113,267 per Acre

    92 Ridge Rd, Rutland, MA 01543

    Looking for the perfect spot to build your dream home and finally have room for that big garage, workshop, or toy storage you've always wanted? This 1.5-acre lot on a quiet, recently paved road in Rutland offers a great opportunity to create your ideal setup. Previously forestry mulched, the lot has begun to naturally regrow, providing a blank canvas for your vision. A perc test is on file, and

    The Pro's Real Estate Team The Pros Real Estate Services

    92 Ridge Rd, Rutland, MA 01543
  • /17

    $920,000

    • 4 Beds
    • 3.5 Baths
    • 3,313 Sq Ft

    8 Elmwood Ave, Holden, MA 01522

    OPEN HOUSE FOR 5/30 BEING HELD AT 368 ELMWOOD (LOT 8)--ABILITY TO ALSO VIEW 376 ELMWOOD UNDER AGREEMENT 2 DOORS AWAY Travel down the driveway to your beautiful future home, offering the perfect blend of neighborhood charm and serene setting. Set on 1.55 acres, this stunning property provides a picturesque backdrop with a short walk to the reservoir and the sights and sounds of nature.

    Lee Joseph Coldwell Banker Realty - Worcester

    8 Elmwood Ave, Holden, MA 01522
  • /12

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    5 Pine Woods Ln, Sterling, MA 01564

    Prepare to be captivated by this stunning, newly to be constructed home nestled on a sprawling and secluded 11+ acre estate. The grand 1000+ foot driveway leads you to this custom-built masterpiece, offering unparalleled privacy. Inside discover four spacious bedrooms, a beautiful open concept design featuring gleaming hardwood floors and breathtaking vaulted family room perfect for gatherings.

    Caryn Gorczynski Center Home Team

    5 Pine Woods Ln, Sterling, MA 01564
  • /4

    $250,000

    • Land
    • 4.5 Acres
    • $55,556 per Acre

    56 Hubbardston Rd, Princeton, MA 01541

    ANR Approved!! Your "Someday" is Today! Build your dream home in a spectacular location with all the groundwork done for you—Survey, Perc Test, and a 4-bedroom Septic Design are already in place. Experience the best of Central New England across all four seasons, with nearby bike trails, state forest, hiking, kayaking,skiing, PLUS over 12 Miles of trails and a nature center at neighboring

    Christine Reilly ERA Key Realty Services - Worcester

    56 Hubbardston Rd, Princeton, MA 01541
  • /36

    $849,900

    Open Sun 10AM - 12PM
    • 4 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    212 Prescott St, West Boylston, MA 01583

    Step back in time with this enchanting circa-1800 Antique Colonial, perfectly situated on a sprawling, picturesque lot of over two acres. Blending historic character with luxurious modern amenities, the home boasts a sun-drenched interior anchored by a massive gourmet kitchen featuring a commanding 10-foot center island that is ideal for hosting. The layout flows effortlessly into an expansive

    Doreen Lewis Redfin Corp.

    212 Prescott St, West Boylston, MA 01583
  • /2

    $2,100,000

    • 4 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    12 Stephanie Anne Ln, Sterling, MA 01564

    New construction with timeless colonial appeal, this beautifully custom-designed home showcases exceptional quality, thoughtful craftsmanship, and comfortable living spaces throughout. At the heart of the home is a stunning gourmet kitchen featuring an impressive 12-foot island—perfect for meal prep, entertaining, and everyday gathering. The inviting sunroom dining area offers peaceful views of

    Judith Reynolds Evergreen Realty Assoc., Inc.

    12 Stephanie Anne Ln, Sterling, MA 01564
  • /2

    $139,900

    • Land
    • 41,382 Sq Ft
    • $147,263 per Acre

    134 Leominster Rd, Sterling, MA 01564

    non conforming commercial zonig more suitable for single family as previouse activity has indicated difficulty locating septic and commerce building on the lot. . Can't find an afordable home in Sterling? consider building one on this wooded hillside acres. signage on southboud rt 12 after Rt 190 rotary. slight slope makes idea for split entry with garage under.

    Paula Savard LAER Realty Partners

    134 Leominster Rd, Sterling, MA 01564
  • /23

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,228 Sq Ft

    334 Sterling St Unit A1, West Boylston, MA 01583

    **OFFER DEADLINE MONDAY at 5PM. Seller reserves the right to accept an offer at any time* Move right into this well-maintained 2-bedroom, 1.5-bath townhouse offering 1,228 square feet of comfortable living space. This coveted end unit features a bright, three-level floor plan with a spacious living area, a functional kitchen, and the convenience of second-floor laundry. The primary bedroom boasts

    Rick Freeman Keller Williams Realty North Central

    334 Sterling St Unit A1, West Boylston, MA 01583
  • /2

    $17,500

    • Land
    • 0 Sq Ft

    45 Neylon St, Mount Sterling, IL 62353

    Taxes and legal description to be determined.

    Lance Grady LG Realty

    45 Neylon St, Mount Sterling, IL 62353
  • /42

    $855,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,736 Sq Ft

    225 Prescott St, West Boylston, MA 01583

    Enter this Farmhouse/Colonial and immediately feel at home. Charm with all the modern conveniences for today's living. This expansive home offers 2736 sq. ft. of meticulously designed living space offering open concept living room. with gas fireplace, well designed kitchen with large peninsula and upgraded appliances including Thermador 6 burner gas range wi/double ovens, and a bright and

    Joan Kelly Sterling Stone R. E., Inc.

    225 Prescott St, West Boylston, MA 01583
  • /36

    $735,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft

    4 Jewett Rd Unit 4, Sterling, MA 01564

    NEW Exceptional craftsmanship defines this stunning new construction home featuring an open-concept design with soaring ceilings, hardwood flooring, recessed lighting, and a beautifully upgraded kitchen with a large center island perfect for entertaining. A flexible first-floor room offers endless possibilities as a home office, formal dining room, den, or guest space with a nearby full bath. The

    The Goneau Group Keller Williams Realty North Central

    4 Jewett Rd Unit 4, Sterling, MA 01564
  • /42

    $775,000

    Open Sun 12PM - 2PM $75K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,080 Sq Ft

    103 Brooks Station Rd, Princeton, MA 01541

    Exceptional custom-built home in desirable Princeton, proudly maintained by its second generation. Quality craftsmanship shines throughout with hardwood and tile flooring, sun-filled living spaces, and thoughtful design. The main level features two bedrooms, a full bath, formal dining room with glass fireplace, and an impressive family room with vaulted wood-beamed ceilings and a stunning stone

    James Kalogeropoulos RE/MAX Partners

    103 Brooks Station Rd, Princeton, MA 01541
  • /34

    $1,324,000

    New Construction $5K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    186 Justice Hill Rd Unit Oakmont, Sterling, MA 01564

    To Be Built - Welcome to your dream retreat. Set on 4+ private acres with sweeping views, including Wachusett Mountain, this new-construction luxury home blends modern comfort with refined style. Enjoy 9-ft ceilings and a dramatic two-story family room with a gas fireplace that fills the space with warmth. The first-floor primary suite offers a peaceful, private escape. The gourmet kitchen

    Matthew Straight Coldwell Banker Realty - Leominster

    186 Justice Hill Rd Unit Oakmont, Sterling, MA 01564
  • /23

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,030 Sq Ft

    193 Justice Hill Cutoff, Sterling, MA 01564

    This exceptional custom contemporary residence combines luxury, efficiency, and timeless craftsmanship. Expertly designed by an architect-led design/build team, this home emphasizes durability, healthy indoor living, and long-term performance to meet the demands of modern life. A high-performance building envelope w/ advanced insulation, air sealing, and ventilation, employs passive home

    Christopher Mackin Hazel & Company

    193 Justice Hill Cutoff, Sterling, MA 01564
  • /32

    $524,900

    • 3 Beds
    • 2.5 Baths
    • 1,898 Sq Ft

    2 Princeton Rd, Sterling, MA 01564

    Majestic colonial in the heart of highly sought after historic Sterling! This updated home blends modern luxury with period details. The spacious, open concept kitchen features a beamed ceiling, granite counters, stainless steel appliances, contemporary farmhouse lighting and an abundance of cabinetry. The walk through pantry opens to the formal dining room that is perfect for gatherings with

    Sharon Wissel Real Broker MA, LLC

    2 Princeton Rd, Sterling, MA 01564
  • /38

    $649,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,316 Sq Ft

    16 Elliott Rd, Sterling, MA 01564

    Nestled at the end of a cul-de-sac and set on a beautiful 1-acre lot abutting protected DCR land, this home offers the privacy and flexibility today’s buyers are seeking. Inside, you’ll find 3 bedrooms, 2.5 baths, and a versatile bonus room above the garage—perfect for a home office, playroom, media room, guest space, or whatever suits your lifestyle. Recent updates including fresh interior

    Sophia Gibbs Gibbs Realty Inc.

    16 Elliott Rd, Sterling, MA 01564
  • /42

    $649,500

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    151 Sterling Rd, Holden, MA 01520

    Here it is – Original Owner home set on 6+ acres offers privacy and a true retreat from your everyday! Enjoy morning and evenings on your private deck or screen porch then simply walk into your backyard to access miles of trails. Freshly painted interior offers Living Room, Eat-In-Kitchen dining by the bay window, Home Office/Bonus Room and Mud Room – essential for convenience and storage. Main

    Christy Gibbs Gibbs Realty Inc.

    151 Sterling Rd, Holden, MA 01520
  • /6

    $325,000

    • Land
    • 4.42 Acres
    • $73,529 per Acre

    108 Mountain Rd, Princeton, MA 01541

    This 4.42 acre property with has 225 ft of frontage on Mountain Road with terrific views to the east where the Boston skyline is visible on clear days. The property has been partially cleared to support that view for a new residence, and a perk test and septic design have bee completed. The lot has a restriction to not clear within 100 feet fo the lower boundary as identified on the survey plan.

    Keith Ross LandVest, Inc.

    108 Mountain Rd, Princeton, MA 01541
  • /12

    $250,000

    • Land
    • 1.09 Acres
    • $229,358 per Acre

    223 Justice Hill Rd, Sterling, MA 01564

    223 Justice Hill Road offers a rare 1.09-acre homesite located with direct views of Wachusett Mountain. Just minutes from the mountain and steps from scenic Stuart Pond and Leominster State Forest. This parcel is perfect for your custom New England home. The property includes an unused structure sold as is (best suited for removal). There is an existing never used septic system and well on site,

    Mike DeLuca Coldwell Banker Realty - Worcester

    223 Justice Hill Rd, Sterling, MA 01564
  • /42

    $995,000

    • 3 Beds
    • 2 Baths
    • 3,845 Sq Ft

    32 Osgood Rd, Sterling, MA 01564

    Step into a world where historic charm meets modern luxury! This antique colonial displays timeless beauty in every room with gorgeous chestnut beams & impeccable hardwood floors. This one of a kind home sits on nearly 5 acres & includes endless views of Mount Wachusett. Amenities include post & beam construction, 6 fireplaces, 2 staircases and the convenience of a 3 car garage. Enjoy a flexible

    Maria Gautreau Coldwell Banker Realty - Leominster

    32 Osgood Rd, Sterling, MA 01564
  • /37

    $390,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,238 Sq Ft

    1202 Wachusett St, Jefferson, MA 01522

    Welcome to the highly sought-after Jefferson neighborhood in Holden! This beautifully updated 3-bedroom, 1-bath raised ranch offers the perfect blend of modern upgrades, comfort, and move-in ready convenience. Thoughtfully renovated throughout, the home features a brand-new roof, updated 200-amp electrical service with new wiring, all new plumbing, and new insulation for added efficiency and

    Viktor Ryan The Neighborhood Realty Group

    1202 Wachusett St, Jefferson, MA 01522
  • /13

    $995,000

    • 4 Beds
    • 4 Baths
    • 3,050 Sq Ft

    5 Rhodes Rd, Princeton, MA 01541

    Showings start at Open House Sat 6/27 1:30 - 3 Rare New construction opportunity in highly sought after Princeton where Mt. Wachusett skiing and trails are minutes away Set on a beautifully wooded lot surrounding you in a nature lovers paradise. This 4 bd, 4 bth quality craftsmanship luxury home offers 3050 spacious sq. ft w/ 2 car attchd garage.The kitchen showcases stylish Merillat maple

    Lynda Hafner ERA Key Realty Services- Spenc

    5 Rhodes Rd, Princeton, MA 01541
  • /12

    $265,000

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,767 Sq Ft

    58 Merriam Rd, Princeton, MA 01541

    In the shadow of the mountain! This antique farmhouse has the character of yesteryear. Nestled into the side of MT. Wachusett, this 1865 farm house is awaiting the next owner. Needs complete restoration. Metal ceilings. Furnace & windows replaced in 2003. Located on 2.0 acres. Formerly known as the Skinner farm. Main house is unoccupied. Ell needs tear down. Passed 5 min. perk test. Needs new

    Joseph Lee Steeplechase REALTORS®

    58 Merriam Rd, Princeton, MA 01541
  • /42

    $759,900

    • 6 Beds
    • 2.5 Baths
    • 3,751 Sq Ft

    16 N Main St, West Boylston, MA 01583

    Rare opportunity in Oakdale! This mixed use property is currently utilized as a single family residence, offering exceptional flexibility for multigenerational living, business opportunity, passive income potential, and future expansion. Thoughtfully renovated, the first floor features a stunning chef's kitchen & a sun-drenched loft space. The walk-up third floor offers exciting possibilities for

    Maria Troka A & E Realty Company, Inc.

    16 N Main St, West Boylston, MA 01583
  • /9

    $149,900

    $10K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $1,070,714 per Acre

    23 Chestnut Ave, Sterling, MA 01564

    Charming, buildable lot on a quiet road in one of Sterling’s transitioning residential areas. This level, sun-filled parcel offers an easy path to construction, ideal for a year-round home or seasonal retreat with minimal site work. Once part of a quaint campground, the neighborhood now features a peaceful, close-knit feel with a relaxed, cottage-like atmosphere.Enjoy nearby lake access for

    Bessie Coutu Real Estate Exchange

    23 Chestnut Ave, Sterling, MA 01564
  • /36

    $735,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft

    4 Jewett Rd, Sterling, MA 01564

    Exceptional craftsmanship defines this stunning new construction home featuring an open-concept design with soaring ceilings, hardwood flooring, recessed lighting, and a beautifully upgraded kitchen with a large center island perfect for entertaining. A flexible first-floor room offers endless possibilities as a home office, formal dining room, den, or guest space with a nearby full bath. The

    The Goneau Group Keller Williams Realty North Central

    4 Jewett Rd, Sterling, MA 01564
  • /41

    $699,900

    $99K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,789 Sq Ft

    340 Ball Hill Rd, Princeton, MA 01541

    Wonderful opportunity to own a well maintained center aisle 4 stall barn, matted stalls, tongue and groove, outlets at every stall, tack room, and a loft that holds approximately 600 bales! Pasture has run in shed, frost free hydrant and electrical outlets. 1 lighted riding ring with mirror and stone dust ring. Grass pastures, electric pasture fencing, storage shed, and loads of parking! House

    Laurie Howe Bourgeois Coldwell Banker Realty - Leominster

    340 Ball Hill Rd, Princeton, MA 01541
  • /29

    $1,294,000

    New Construction $5K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    186 Justice Hill Rd Unit Mod Farm, Sterling, MA 01564

    To be built, this modern farmhouse offers refined style, quality craftsmanship, and the rare opportunity to personalize many of the interior and exterior finishes. The open-concept main level features hardwood flooring, a spacious great room with a propane fireplace, and a gourmet kitchen with maple cabinetry, granite surfaces, and a walk-in pantry. A dedicated study provides space for work or

    Matthew Straight Coldwell Banker Realty - Leominster

    186 Justice Hill Rd Unit Mod Farm, Sterling, MA 01564
  • /37

    $649,900

    Open Sun 11AM - 12:30PM
    • 4 Beds
    • 2.5 Baths
    • 2,207 Sq Ft

    1662 Wachusett St, Jefferson, MA 01522

    Well-maintained 4-bedroom, 2.5-bath Colonial set on a private 1.76-acre wooded lot in Holden. The first floor features a spacious mudroom, kitchen, dining room, living room, half bath with laundry, and a large family room with an adjacent full bath, offering excellent potential for an in-law area or private guest space. The second floor includes four bedrooms and a full bath. The kitchen features

    Paul O'Rourke The O'Rourke Group Real Estate Professionals

    1662 Wachusett St, Jefferson, MA 01522
  • /32

    $676,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    25 Coal Kiln Rd, Princeton, MA 01541

    Experience total serenity in this 3-bedroom country estate on 4.2 private acres in timeless Princeton. The main level features beautiful hardwood floors throughout, a large living room, and a spacious kitchen, a center island and newer appliances. Enjoy the sun-drenched three-season room overlooking your massive, park-like yard. For convenience, the first floor also hosts a laundry area and half

    Rosaura Miranda OWN IT

    25 Coal Kiln Rd, Princeton, MA 01541
  • /19

    $419,900

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,135 Sq Ft

    1138 Wachusett St, Jefferson, MA 01522

    Step into the charm of this lovingly maintained bungalow/Cape, proudly offered for the 1st time by its original owner. This handcrafted home is rich w/character & appeal, offering a warm & inviting atmosphere throughout. Inside you’ll find a sun-filled open kitchen w/ breakfast bar & in-formal area. Leading to the LR, where a cozy wood stove creates the perfect gathering space plus a separate

    Tracey Fiorelli Janice Mitchell R.E., Inc

    1138 Wachusett St, Jefferson, MA 01522
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