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Sterling, MA Homes for Sale

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  • 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
  • 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
  • 9 Gates Terrace, Sterling, MA 01564
    9 Gates Terrace, Sterling, MA 01564
    9 Gates Terrace, Sterling, MA 01564
    /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
  • 5 Pine Woods Ln, Sterling, MA 01564
    5 Pine Woods Ln, Sterling, MA 01564
    5 Pine Woods Ln, Sterling, MA 01564
    /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
  • 81 Clinton Rd, Sterling, MA 01564
    81 Clinton Rd, Sterling, MA 01564
    81 Clinton Rd, Sterling, MA 01564
    /17

    $419,900

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,065 Sq Ft

    81 Clinton Rd, Sterling, MA 01564

    Don't miss out on this wonderful three bedroom ranch. This home is just waiting for you to make it your own. The kitchen flows into the spacious dining area which has hardwood floors under the carpet. This sun-filled living room is expansive with a stately fireplace, more hardwoods under the carpet. Down the hall you have three bedrooms, with the third currently being used as a den. All with

    Caryn Gorczynski Center Home Team

    81 Clinton 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
  • 4 Jewett Rd Unit 4, Sterling, MA 01564
    4 Jewett Rd Unit 4, Sterling, MA 01564
    4 Jewett Rd Unit 4, Sterling, MA 01564
    /36

    $750,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft

    4 Jewett Rd Unit 4, 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 Unit 4, 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
    /34

    $1,324,000

    New Construction Open Sat 10AM - 11AM $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
  • 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

    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
  • 2 Carriage Way, Sterling, MA 01564
    2 Carriage Way, Sterling, MA 01564
    2 Carriage Way, Sterling, MA 01564
    /39

    $835,000

    • 3 Beds
    • 2.5 Baths
    • 1,940 Sq Ft

    2 Carriage Way, Sterling, MA 01564

    Welcome to your own private oasis located in the desirable neighborhood community of Flanagan Hill. Enjoy walking, hiking or horseback riding in the nearby trails, or just relax poolside in your resort-like backyard. Mature landscaping and trees complement the home, and open pastures allow for cool summer breezes to glide through. Impeccably clean and well cared for, this property boasts nine

    Karen Packard Karen Packard Real Estate Inc.

    2 Carriage Way, Sterling, MA 01564
  • 16 Elliott Rd, Sterling, MA 01564
    16 Elliott Rd, Sterling, MA 01564
    16 Elliott 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
  • 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 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
  • 15 Leos Way Unit 15, Sterling, MA 01564
    15 Leos Way Unit 15, Sterling, MA 01564
    15 Leos Way Unit 15, Sterling, MA 01564
    /26

    $549,900

    • 2 Beds
    • 2.5 Baths
    • 1,715 Sq Ft

    15 Leos Way Unit 15, Sterling, MA 01564

    Welcome to Chocksett Landing. Sterlings new Multi-Family neighborhood, when complete will total thirty two units. This is one of the second four units now under construction and nearing completion. The exterior of this building features a lot of detail with board and batten siding, composite stone and metal roofing over front porch and the garage. Maintenance free front porch and rear deck.

    Cherene Corrinne MCA Properties

    15 Leos Way Unit 15, Sterling, MA 01564
  • 32 Osgood Rd, Sterling, MA 01564
    32 Osgood Rd, Sterling, MA 01564
    32 Osgood Rd, Sterling, MA 01564
    /42

    $995,000

    Open Sun 11AM - 1PM
    • 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
  • 33 Taft Rd, Sterling, MA 01564
    33 Taft Rd, Sterling, MA 01564
    33 Taft Rd, Sterling, MA 01564
    /42

    $649,900

    • 3 Beds
    • 2 Baths
    • 2,524 Sq Ft

    33 Taft Rd, Sterling, MA 01564

    Gardener's Paradise! Nestled on 4.4 serene acres, this charming Cape-style home offers a peaceful retreat surrounded by nature. Stroll through abundant perennial gardens, relax by the picturesque waterfall, or unwind on the patio or deck while enjoying the privacy of the wooded setting. Inside, you'll find an oversized living room with a large picture window overlooking the beautiful front yard,

    Karen Packard Karen Packard Real Estate Inc.

    33 Taft Rd, Sterling, MA 01564
  • 23 Chestnut Ave, Sterling, MA 01564
    23 Chestnut Ave, Sterling, MA 01564
    23 Chestnut Ave, Sterling, MA 01564
    /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
  • 4 Jewett Rd, Sterling, MA 01564
    4 Jewett Rd, Sterling, MA 01564
    4 Jewett Rd, Sterling, MA 01564
    /36

    $750,000

    Open Sun 12PM - 2PM
    • 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
  • 88 Clinton Rd, Sterling, MA 01564
    88 Clinton Rd, Sterling, MA 01564
    88 Clinton Rd, Sterling, MA 01564
    /32

    $549,900

    Open Sun 1PM - 3PM $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,793 Sq Ft

    88 Clinton Rd, Sterling, MA 01564

    Classic New England Cape full of charm and thoughtful updates! Outside, relax or entertain on the back deck overlooking an expansive fenced-in backyard Enter inside to a welcoming living room featuring hardwood floors and a convenient passthrough to the kitchen. The updated kitchen offers newer cabinetry, a farmhouse-style sink, stainless steel appliances, and a breakfast bar—perfect for everyday

    Sarah Schouler Lamacchia Realty, Inc.

    88 Clinton Rd, 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
    /29

    $1,294,000

    New Construction Open Sat 10AM - 11AM $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
  • 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
  • 49 Larson Ave, Leominster, MA 01453
    49 Larson Ave, Leominster, MA 01453
    49 Larson Ave, Leominster, MA 01453
    /41

    $674,900

    Open Sat 11AM - 1PM
    • 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
  • 299 Sterling Rd, Princeton, MA 01541
    299 Sterling Rd, Princeton, MA 01541
    299 Sterling Rd, Princeton, MA 01541
    /42

    $739,900

    • 5 Beds
    • 4 Baths
    • 3,810 Sq Ft

    299 Sterling Rd, Princeton, MA 01541

    Discover this hidden treasure in this extraordinary Antique homestead set on 2.47 acres of natural beauty and privacy. Surrounded on all sides by protected DCR land and built in 1760~this original post-and-beam Buck Homestead blends timeless character with the rare serenity of its setting. A welcoming, oversized farmer’s porch wraps around three-quarters of the home with decking, offering

    Diane DeCiccio Acres Away Realty, Inc.

    299 Sterling Rd, Princeton, MA 01541
Massachusetts Worcester County Sterling

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

Frequently Asked Questions

What is the average home price in Sterling, MA?
Homes for sale in Sterling, MA have an average home price of $666,062.
Are home prices dropping in Sterling?
Yes, home prices in Sterling are down 3% in the last 12 months.
How many homes have sold over the last 12 months in Sterling, MA?
66 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, 01541, 01453, 01583 and 01523.
How much do you need to make to afford a house in Sterling?
The median home price in Sterling is $559,900. If you put a 20% down payment of $112,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,830 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $121K 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.

Home Prices in Sterling, MA

The median home sale price in Sterling, MA is $549,950, down 11% year-over-year. Homes in Sterling sell in 32 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$549,950
Median Single Family Sale Price
$594,950
Median Townhouse Sale Price
$535,000
Median 2 Bedroom Sale Price
$510,000
Median 1 Bedroom Sale Price
$674,950
Average Price Per Sq Ft
$315
Number of Homes for Sale
16
Last 12 months Home Sales
66
Months of Supply
2.90
Median List Price
$559,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-11%
How to Buy a Home How to Finance a Home How to Sell a Home

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