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Sterling, MA Homes for Sale

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  • 4 Samuels Ln, Sterling, MA 01564
    4 Samuels Ln, Sterling, MA 01564
    4 Samuels Ln, Sterling, MA 01564
    /42

    $849,900

    Open Sun 11AM - 12:30PM
    • 4 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    4 Samuels Ln, Sterling, MA 01564

    Tucked away at the end of a quiet cul-de-sac and set down a long private driveway, 4 Samuels Lane offers an exceptional combination of space, privacy and comfortable living on over 3.5 acres of wooded grounds. With approx. 3700 square feet of finished living space, an inground pool and a beautifully designed floor plan, this three-bedroom home offers the perfect setting for both everyday living

    Agent Photo

    Karen Packard

    Karen Packard Real Estate Inc.

    4 Samuels Ln, Sterling, MA 01564
  • 223 Worcester Rd, Sterling, MA 01564
    223 Worcester Rd, Sterling, MA 01564
    223 Worcester Rd, Sterling, MA 01564
    /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
  • 6 Pheasant Hill Ln, Sterling, MA 01564
    6 Pheasant Hill Ln, Sterling, MA 01564
    6 Pheasant Hill Ln, Sterling, MA 01564
    /42

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft

    6 Pheasant Hill Ln, Sterling, MA 01564

    This home offers the perfect blend of comfort, style and easy living. Having only one owner, this 3-bedroom, 2-bath home built in 2007 has been meticulously maintained. Designed with one-level living in mind, the open floor plan features soaring ceilings and a spacious kitchen with center island and adjoining eating area, flowing seamlessly into the inviting living room with a cozy propane

    Agent Photo

    Karen Packard

    Karen Packard Real Estate Inc.

    6 Pheasant Hill Ln, Sterling, MA 01564
  • 163 Rowley Hill Rd, Sterling, MA 01564
    163 Rowley Hill Rd, Sterling, MA 01564
    163 Rowley Hill Rd, Sterling, MA 01564
    /41

    $499,900

    Open Sat 10:30AM - 12PM $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft

    163 Rowley Hill Rd, Sterling, MA 01564

    A little bit of country living right here in Sterling! Set on approximately 4 beautiful acres, this 3-bedroom, 2-bath home offers a unique combination of character, comfortable living and room to enjoy the outdoors. Originally dating to the early 1900s, the home has evolved over the years with updates and additions, including an eat-in kitchen addition with cathedral ceiling. Flexible living

    Agent Photo

    Karen Packard

    Karen Packard Real Estate Inc.

    163 Rowley Hill Rd, Sterling, MA 01564
  • 186 Justice Hill Rd Unit Oakmont, Sterling, MA 01564
    186 Justice Hill Rd Unit Oakmont, Sterling, MA 01564
    186 Justice Hill Rd Unit Oakmont, Sterling, MA 01564
    /35

    $1,324,000

    New Construction Open Sat 11AM - 12PM $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

    Agent Photo

    Matthew Straight

    Coldwell Banker Realty - Leominster

    186 Justice Hill Rd Unit Oakmont, Sterling, MA 01564
  • 186 Justice Hill Rd Unit Mod Farm, Sterling, MA 01564
    186 Justice Hill Rd Unit Mod Farm, Sterling, MA 01564
    186 Justice Hill Rd Unit Mod Farm, Sterling, MA 01564
    /30

    $1,294,000

    New Construction Open Sat 11AM - 12PM $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

    Agent Photo

    Matthew Straight

    Coldwell Banker Realty - Leominster

    186 Justice Hill Rd Unit Mod Farm, Sterling, MA 01564
  • 32-50 Flanagan Hill Rd, Sterling, MA 01564
    32-50 Flanagan Hill Rd, Sterling, MA 01564
    32-50 Flanagan Hill Rd, Sterling, MA 01564
    /5

    $3,750,000

    • Land
    • 135.96 Acres
    • $27,582 per Acre

    32-50 Flanagan Hill Rd, Sterling, MA 01564

    135.96 total acres - 11 parcels with frontage off of 32-50 Flanagan Hill Rd., Sterling. Six (6) parcels are located in Sterling's Rural Residence (RR) zoning district, one (1) parcel in Sterling's Light Industrial (LI) zoning district, and four (4) parcels are located in Lancaster's Residential (R) district. Allowed uses in Sterling's RR zoning district are single family dwelling, two-family

    Brian Johnson Kelleher and Sadowsky Associates, Inc.

    32-50 Flanagan Hill Rd, Sterling, MA 01564
  • 5 Pine Woods Ln, Sterling, MA 01564
    5 Pine Woods Ln, Sterling, MA 01564
    5 Pine Woods Ln, Sterling, MA 01564
    /11

    $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
  • 144 N Row Rd, Sterling, MA 01564
    144 N Row Rd, Sterling, MA 01564
    144 N Row Rd, Sterling, MA 01564
    /28

    $595,000

    • 3 Beds
    • 1.5 Baths
    • 1,757 Sq Ft

    144 N Row Rd, Sterling, MA 01564

    Welcome home to this beautifully crafted three-bedroom cape, where classic charm meets modern comfort. Stunning family room featuring soaring cathedral ceilings and a cozy fireplace-the perfect spot to gather on cool evenings. The open-concept layout connects the family room to a bright eat-in kitchen, with a slider opening onto a spacious deck overlooking gorgeous landscaped grounds and vibrant

    Caryn Gorczynski Center Home Team

    144 N Row Rd, Sterling, MA 01564
  • 31 Pikes Hill Rd, Sterling, MA 01564
    31 Pikes Hill Rd, Sterling, MA 01564
    31 Pikes Hill Rd, Sterling, MA 01564
    /40

    $585,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,932 Sq Ft

    31 Pikes Hill Rd, Sterling, MA 01564

    Opportunity and space abound at this contemporary Cape set on a private, wooded 1+ acre lot in a sought-after Sterling neighborhood! Offering versatility across three finished levels, this 4-bed, 2.5-bath home features a spacious, flexible floor plan with plenty of room to make it your own. The main level offers a vaulted living room with hardwood flooring, bay window and wood stove, granite

    The Journey Group REMAX Executive Realty

    31 Pikes Hill Rd, Sterling, MA 01564
  • 134 Leominster Rd, Sterling, MA 01564
    134 Leominster Rd, 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
  • 45 Neylon St, Mount Sterling, IL 62353
    45 Neylon St, Mount Sterling, IL 62353
    /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
  • 3 Millie's Way Unit 3, Sterling, MA 01564
    3 Millie's Way Unit 3, Sterling, MA 01564
    3 Millie's Way Unit 3, Sterling, MA 01564
    /31

    $559,900

    Open Sat 11:30AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    3 Millie's Way Unit 3, Sterling, MA 01564

    Built in 2023 and packed with modern style, 3 Millie’s Way delivers the low-maintenance appeal of newer construction with thoughtful upgrades throughout. This 3-bedroom, 2.5-bath home features a bright, open layout, contemporary finishes, hardwood floors throughout main level and smart shades in every room for effortless everyday convenience. The main level offers a seamless flow between the

    Alise Bartolini Castinetti Realty Group

    3 Millie's Way Unit 3, Sterling, MA 01564
  • 1 Patriots Way Unit A, Sterling, MA 01564
    1 Patriots Way Unit A, Sterling, MA 01564
    1 Patriots Way Unit A, Sterling, MA 01564
    /3

    $465,000

    Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,502 Sq Ft

    1 Patriots Way Unit A, Sterling, MA 01564

    Tucked away in Sterling’s Chocksett Crossing, this 45-unit townhome community is centered around a beautifully maintained central green with a charming gazebo, creating an inviting neighborhood setting. Inside, an open floor plan features hardwood floors throughout the living room and dining area, a tiled kitchen with newer appliances, first-floor laundry and a half bath. Upstairs are two

    The Journey Group REMAX Executive Realty

    1 Patriots Way Unit A, Sterling, MA 01564
  • 193 Justice Hill Cutoff, Sterling, MA 01564
    193 Justice Hill Cutoff, Sterling, MA 01564
    193 Justice Hill Cutoff, Sterling, MA 01564
    /23

    $1,250,000

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

    193 Justice Hill Cutoff, Sterling, MA 01564

    The Contemporary Cut, an architecturally striking custom residence where timeless design, uncompromising craftsmanship, and industry-leading building science converge to create a new benchmark for modern luxury. Thoughtfully designed to deliver exceptional comfort, efficiency, and indoor air quality this home offers a healthier, quieter, and more sustainable lifestyle. Showcasing over 5,000

    Christopher Mackin Hazel & Company

    193 Justice Hill Cutoff, Sterling, MA 01564
  • 2 Princeton Rd, Sterling, MA 01564
    2 Princeton Rd, Sterling, MA 01564
    2 Princeton Rd, Sterling, MA 01564
    /35

    $499,900

    $25K PRICE DROP
    • 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
  • 6 Jewett Rd, Sterling, MA 01564
    6 Jewett Rd, Sterling, MA 01564
    6 Jewett Rd, Sterling, MA 01564
    /35

    $709,900

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft

    6 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

    6 Jewett Rd, Sterling, MA 01564
  • 321 Princeton Rd, Sterling, MA 01564
    321 Princeton Rd, Sterling, MA 01564
    321 Princeton Rd, Sterling, MA 01564
    /36

    $1,025,000

    • 5 Beds
    • 3 Baths
    • 4,176 Sq Ft

    321 Princeton Rd, Sterling, MA 01564

    Richardson Tavern offers the individuality of historic New England architecture, thoughtfully reimagined for contemporary life. Set on 2.5 acres and surrounded by conservation land, this spacious five-bedroom residence has been carefully renovated for modern living. A beautifully updated kitchen and baths and restrained contemporary aesthetic sit comfortably alongside the classic architecture.

    Judith Conway OPEN DOOR Real Estate

    321 Princeton Rd, Sterling, MA 01564
  • 223 Justice Hill Rd, Sterling, MA 01564
    223 Justice Hill Rd, Sterling, MA 01564
    223 Justice Hill Rd, Sterling, MA 01564
    /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 Wachusett 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

    Mike DeLuca Coldwell Banker Realty - Worcester

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

    $975,000

    $20K PRICE DROP
    • 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
  • 57 Taft Rd, Sterling, MA 01564
    57 Taft Rd, Sterling, MA 01564
    57 Taft Rd, Sterling, MA 01564
    /3

    $1,050,000

    $1M PRICE INCREASE
    • Land
    • 45 Acres
    • $23,333 per Acre

    57 Taft Rd, Sterling, MA 01564

    57 Taft Rd. in Sterling, Massachusetts — an approximately 45-acre residential development comprised of 4 parcels located close to the Interstate 190 / Route 12 interchange and downtown Sterling. The offering presents a significant opportunity for a builder or developer to pursue a single-family residential subdivision or multifamily (duplex) development, subject to municipal approvals. The scale

    Jim Glickman NAI Glickman Kovago & Jacobs

    57 Taft Rd, Sterling, MA 01564
  • 6 Jewett Rd Unit 2, Sterling, MA 01564
    6 Jewett Rd Unit 2, Sterling, MA 01564
    6 Jewett Rd Unit 2, Sterling, MA 01564
    /36

    $709,900

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft

    6 Jewett Rd Unit 2, Sterling, MA 01564

    Ready for Occupancy!Not your standard townhome. 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,

    The Goneau Group Keller Williams Realty North Central

    6 Jewett Rd Unit 2, Sterling, MA 01564
  • 51 Lake Shore Dr, Sterling, MA 01564
    51 Lake Shore Dr, Sterling, MA 01564
    51 Lake Shore Dr, Sterling, MA 01564
    /40

    $1,200,000

    • 1 Bed
    • 1 Bath
    • 1,090 Sq Ft

    51 Lake Shore Dr, Sterling, MA 01564

    Lakefront opportunities like this are few and far between! Situated on the shores of Lake Waushacum, this exceptional property offers 75 feet of direct waterfront and some of the most breathtaking panoramic views on the entire lake. Spanning approximately 188 acres, Lake Waushacum is one of Central Massachusetts' premier recreational lakes, offering boating, fishing, swimming, waterskiing,

    Maria Troka A & E Realty Company, Inc.

    51 Lake Shore Dr, Sterling, MA 01564
  • 9R Gates Terrace, Sterling, MA 01564
    9R Gates Terrace, Sterling, MA 01564
    9R Gates Terrace, Sterling, MA 01564
    /21

    $487,500

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

    9R 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

    9R Gates Terrace, Sterling, MA 01564
Massachusetts Worcester County

Real Estate & Homes for Sale in Sterling, MA

Why Live in Sterling

Sterling, Massachusetts, is a small town rich in history, from its roots in Nashaway Native American territory to its role in the famous nursery rhyme “Mary Had a Little Lamb.” The town features historic landmarks such as Mary Sawyer’s original one-room schoolhouse and a dedicated lamb statue on Main Street. Sterling’s downtown area is characterized by colonial-style storefronts and offers access to the Rail Trail on Waushacum Avenue, with proximity to Interstate 190. Homebuyers will find a variety of housing styles, including well-preserved colonial-era dwellings, Second Empire homes, Queen Anne’s with wrap-around porches, and New Traditional estates on larger parcels. Sterling is served by highly rated schools, including Houghton Elementary, Chocksett Middle, and Wachusett Regional High School, which offers 18 Advanced Placement classes. The town features several attractions, such as the reimagined cider mill now housing an antique store and trailhead for the Central Massachusetts Rail Trail, Waushacum Lake for swimming and kayaking, and community hubs like the Conant Public Library and Memorial Park. Dining options on Main Street include Emma’s Café and Sterling Village Pizza & More, while shopping needs can be met in nearby Clinton and Leominster. The annual Sterling Fair, held at the Sterling Airport, draws over 30,000 attendees with events like tractor races and carnival attractions. Despite the lack of public transportation and sidewalks, Sterling’s location along Interstate 190 makes it a convenient commuter town, with Boston 50 miles east and Worcester 15 miles south.

Learn more about living in Sterling

Sterling, MA Home Prices

Sterling, MA
Median Home Price
$585,000
Median Sale Price
$554,586
-9% YoY
Avg. Price per Square Foot
$320
Median Single Family Price
$617,450
Median Townhouse Price
$512,500
Median Condo Price
$535,902
Total Active Listings
24 listings
Market Conditions
4 Months of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Sterling, MA?
Homes for sale in Sterling, MA have an average home price of $686,805.
How many homes have sold over the last 12 months in Sterling, MA?
64 homes have sold in Sterling, MA over the last 12 months.
What are the most popular zip codes in Sterling, MA?
The most popular zip codes in Sterling, MA include 01564, 01523, 01583, 01453 and 01752.
How much do you need to make to afford a house in Sterling?
The median home price in Sterling is $585,000. If you put a 20% down payment of $117,000 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $3,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $134K a year to afford the median home price in Sterling. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Sterling, MA?
Sterling, MA has highly rated public and private schools. Some of the best schools in Sterling based on Niche Grades are Nashoba Regional High School, Trivium School and Luther Burbank Middle School. Browse all the schools in Sterling, MA to learn more.
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