3,600

Sterling, MA Homes

Section Image
  • 110 Leominster Rd, Sterling, MA 01564
    110 Leominster Rd, Sterling, MA 01564
    110 Leominster Rd, Sterling, MA 01564
    /10

    $1,450,000

    Sold Jul 18, 2025

    110 Leominster Rd, Sterling, MA 01564

    • Land
    • 1.7 Acres
    • $852,941 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 167 Days On Market

    Current Estimated Value $1,365,049

    Last Listing Agent Ben Robbie BENJAMIN Apartments + Cityside Homes

    110 Leominster Rd, Sterling, MA 01564
    • 14 N Cove Rd, Sterling, MA 01564
      14 N Cove Rd, Sterling, MA 01564
      14 N Cove Rd, Sterling, MA 01564
      /28

      Est $840,754

      Not Listed For Sale

      14 N Cove Rd, Sterling, MA 01564

      • 4 Beds
      • 3 Baths
      • 2,384 Sq Ft
      • Built 1950
      14 N Cove Rd, Sterling, MA 01564

      Last Sold Summary

      • 48 Days On Market

  • 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
  • 41 Clinton Rd, Sterling, MA 01564
    41 Clinton Rd, Sterling, MA 01564
    41 Clinton Rd, Sterling, MA 01564
    /26

    $450,000

    Sold May 28, 2026

    41 Clinton Rd, Sterling, MA 01564

    • 2 Beds
    • 1.5 Baths
    • 840 Sq Ft
    • Built 1951

    Last Sold Summary

    • 6% Above List Price
    • $536/SF
    • 7 Days On Market

    Current Estimated Value $417,739

    Last Listing Agent The Journey Group REMAX Executive Realty

    41 Clinton Rd, Sterling, MA 01564
    • 173 Chace Hill Rd, Sterling, MA 01564
      173 Chace Hill Rd, Sterling, MA 01564
      173 Chace Hill Rd, Sterling, MA 01564
      /37

      Est $972,514

      Not Listed For Sale

      173 Chace Hill Rd, Sterling, MA 01564

      • 4 Beds
      • 4.5 Baths
      • 4,699 Sq Ft
      • Built 1998
      173 Chace Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 5 Days On Market

  • 4 Jewett Rd, Sterling, MA 01564
    4 Jewett Rd, Sterling, MA 01564
    4 Jewett Rd, Sterling, MA 01564
    /36

    $735,000

    Open Sat 12PM - 2PM $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
  • 60 Redstone Hill Rd, Sterling, MA 01564
    60 Redstone Hill Rd, Sterling, MA 01564
    60 Redstone Hill Rd, Sterling, MA 01564
    /41

    $805,000

    Sold Jul 01, 2026

    60 Redstone Hill Rd, Sterling, MA 01564

    • 4 Beds
    • 2.5 Baths
    • 2,373 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Above List Price
    • $339/SF
    • 6 Days On Market

    Current Estimated Value $780,071

    Last Listing Agent Elizabeth Labrack OWN IT

    60 Redstone Hill Rd, Sterling, MA 01564
    • 139 Chace Hill Rd, Sterling, MA 01564
      139 Chace Hill Rd, Sterling, MA 01564
      139 Chace Hill Rd, Sterling, MA 01564
      /40

      Est $839,411

      Not Listed For Sale

      139 Chace Hill Rd, Sterling, MA 01564

      • 4 Beds
      • 2.5 Baths
      • 3,072 Sq Ft
      • Built 1995
      139 Chace Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 4 Days On Market

  • 88 Clinton Rd, Sterling, MA 01564
    88 Clinton Rd, Sterling, MA 01564
    88 Clinton Rd, Sterling, MA 01564
    /32

    $549,900

    $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
  • 43 Trinity Ave, Sterling, MA 01564
    43 Trinity Ave, Sterling, MA 01564
    43 Trinity Ave, Sterling, MA 01564
    /18

    $95,000

    Sold Jun 26, 2026

    43 Trinity Ave, Sterling, MA 01564

    • 1 Bed
    • 1 Bath
    • 695 Sq Ft
    • Built 1935

    Last Sold Summary

    • 26% Below List Price
    • $137/SF
    • 136 Days On Market

    Current Estimated Value $105,669

    Last Listing Agent Ashima Scripp Coldwell Banker Realty

    43 Trinity Ave, Sterling, MA 01564
    • 158 Kendall Hill Rd, Sterling, MA 01564
      158 Kendall Hill Rd, Sterling, MA 01564
      158 Kendall Hill Rd, Sterling, MA 01564
      /39

      Est $849,264

      Not Listed For Sale

      158 Kendall Hill Rd, Sterling, MA 01564

      • 4 Beds
      • 2.5 Baths
      • 2,974 Sq Ft
      • Built 1995
      158 Kendall Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 1 Day On Market

  • 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 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

    Matthew Straight Coldwell Banker Realty - Leominster

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

    $1,180,000

    Sold Apr 30, 2026

    61 Boutelle Rd, Sterling, MA 01564

    • 4 Beds
    • 4 Baths
    • 3,587 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $329/SF
    • 152 Days On Market

    Last Listing Agent Richard Anzalone Remax A-Team

    61 Boutelle Rd, Sterling, MA 01564
    • 1 Fox Run Rd, Sterling, MA 01564
      1 Fox Run Rd, Sterling, MA 01564
      1 Fox Run Rd, Sterling, MA 01564
      /29

      Est $722,684

      Not Listed For Sale

      1 Fox Run Rd, Sterling, MA 01564

      • 4 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 1984
      1 Fox Run Rd, Sterling, MA 01564

      Last Sold Summary

      • 52 Days On Market

  • 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
  • 19 Millie's Way Unit 19, Sterling, MA 01564
    19 Millie's Way Unit 19, Sterling, MA 01564
    19 Millie's Way Unit 19, Sterling, MA 01564
    /26

    $577,000

    Sold Jul 31, 2025

    19 Millie's Way Unit 19, Sterling, MA 01564

    • 3 Beds
    • 2.5 Baths
    • 1,746 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $330/SF
    • 38 Days On Market

    Last Listing Agent Nancy Schiff Property Navigator

    19 Millie's Way Unit 19, Sterling, MA 01564
    • 23 Pikes Hill Rd, Sterling, MA 01564
      23 Pikes Hill Rd, Sterling, MA 01564
      23 Pikes Hill Rd, Sterling, MA 01564
      /27

      Est $512,857

      Not Listed For Sale

      23 Pikes Hill Rd, Sterling, MA 01564

      • 3 Beds
      • 2 Baths
      • 1,998 Sq Ft
      • Built 1980
      23 Pikes Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 2 Days On Market

  • 1B Patriots Way Unit B, Sterling, MA 01564
    1B Patriots Way Unit B, Sterling, MA 01564
    1B Patriots Way Unit B, Sterling, MA 01564
    /32

    $432,000

    Sold Jun 18, 2026

    1B Patriots Way Unit B, Sterling, MA 01564

    • 2 Beds
    • 2.5 Baths
    • 1,464 Sq Ft
    • Built 2006

    Last Sold Summary

    • $295/SF
    • 5 Days On Market

    Last Listing Agent Diane DeCiccio Acres Away Realty, Inc.

    1B Patriots Way Unit B, Sterling, MA 01564
    • 25 Pikes Hill Rd, Sterling, MA 01564
      25 Pikes Hill Rd, Sterling, MA 01564
      25 Pikes Hill Rd, Sterling, MA 01564
      /35

      Est $531,419

      Not Listed For Sale

      25 Pikes Hill Rd, Sterling, MA 01564

      • 4 Beds
      • 2 Baths
      • 2,436 Sq Ft
      • Built 1982
      25 Pikes Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 3 Days On Market

  • 97 N Row Rd, Sterling, MA 01564
    97 N Row Rd, Sterling, MA 01564
    97 N Row Rd, Sterling, MA 01564
    /20

    $560,000

    Sold Oct 28, 2025

    97 N Row Rd, Sterling, MA 01564

    • 3 Beds
    • 3.5 Baths
    • 1,728 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Below List Price
    • $324/SF
    • 60 Days On Market

    Current Estimated Value $582,712

    Last Listing Agent Abner Joseph Advanced Realty Company

    97 N Row Rd, Sterling, MA 01564
    • 45 Johnson Rd, Sterling, MA 01564
      45 Johnson Rd, Sterling, MA 01564
      45 Johnson Rd, Sterling, MA 01564
      /41

      Est $738,494

      Not Listed For Sale

      45 Johnson Rd, Sterling, MA 01564

      • 4 Beds
      • 2.5 Baths
      • 2,931 Sq Ft
      • Built 1948
      45 Johnson Rd, Sterling, MA 01564

      Last Sold Summary

      • 6 Days On Market

  • 58 Heywood Rd, Sterling, MA 01564
    58 Heywood Rd, Sterling, MA 01564
    58 Heywood Rd, Sterling, MA 01564
    /39

    $575,000

    Sold Oct 16, 2025

    58 Heywood Rd, Sterling, MA 01564

    • 3 Beds
    • 1 Bath
    • 1,648 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Above List Price
    • $349/SF
    • 4 Days On Market

    Current Estimated Value $577,516

    Last Listing Agent Peter McDonald LAER Realty Partners

    58 Heywood Rd, Sterling, MA 01564
    • 4 Glendale Ave, Sterling, MA 01564
      4 Glendale Ave, Sterling, MA 01564
      4 Glendale Ave, Sterling, MA 01564
      /42

      Est $718,057

      Not Listed For Sale

      4 Glendale Ave, Sterling, MA 01564

      • 3 Beds
      • 2 Baths
      • 2,941 Sq Ft
      • Built 1967
      4 Glendale Ave, Sterling, MA 01564

      Last Sold Summary

      • 8 Days On Market

  • 301 Princeton Rd, Sterling, MA 01564
    301 Princeton Rd, Sterling, MA 01564
    301 Princeton Rd, Sterling, MA 01564
    /42

    $510,000

    Sold Aug 12, 2025

    301 Princeton Rd, Sterling, MA 01564

    • 3 Beds
    • 2 Baths
    • 2,224 Sq Ft
    • Built 1790

    Last Sold Summary

    • 2% Above List Price
    • $229/SF
    • 3 Days On Market

    Current Estimated Value $534,258

    Last Listing Agent Claralee Gorczynski Center Home Team

    301 Princeton Rd, Sterling, MA 01564
    • 12 James Rd, Sterling, MA 01564
      12 James Rd, Sterling, MA 01564
      12 James Rd, Sterling, MA 01564
      /38

      Est $647,890

      Not Listed For Sale

      12 James Rd, Sterling, MA 01564

      • 3 Beds
      • 3 Baths
      • 2,516 Sq Ft
      • Built 1979
      12 James Rd, Sterling, MA 01564

      Last Sold Summary

      • 6 Days On Market

  • 7 Evergreen Cir, Sterling, MA 01564
    7 Evergreen Cir, Sterling, MA 01564
    7 Evergreen Cir, Sterling, MA 01564
    /41

    $725,000

    Sold Aug 11, 2025

    7 Evergreen Cir, Sterling, MA 01564

    • 4 Beds
    • 2.5 Baths
    • 2,669 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Above List Price
    • $272/SF
    • 33 Days On Market

    Current Estimated Value $750,764

    Last Listing Agent Ed. Y Arriola Keller Williams Realty North Central

    7 Evergreen Cir, Sterling, MA 01564
    • 11 Malvern Hill Rd, Sterling, MA 01564
      11 Malvern Hill Rd, Sterling, MA 01564
      11 Malvern Hill Rd, Sterling, MA 01564
      /35

      Est $1,285,357

      Not Listed For Sale

      11 Malvern Hill Rd, Sterling, MA 01564

      • 4 Beds
      • 3.5 Baths
      • 5,003 Sq Ft
      • Built 1999
      11 Malvern Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 4 Days On Market

  • 90 Tuttle Rd, Sterling, MA 01564
    90 Tuttle Rd, Sterling, MA 01564
    90 Tuttle Rd, Sterling, MA 01564
    /41

    $715,000

    Sold Apr 29, 2026

    90 Tuttle Rd, Sterling, MA 01564

    • 3 Beds
    • 3 Baths
    • 2,310 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $310/SF
    • 27 Days On Market

    Current Estimated Value $719,179

    Last Listing Agent Elizabeth Labrack OWN IT

    90 Tuttle Rd, Sterling, MA 01564
    • 1 Stephanie Anne Ln, Sterling, MA 01564
      1 Stephanie Anne Ln, Sterling, MA 01564
      1 Stephanie Anne Ln, Sterling, MA 01564
      /40

      Est $984,513

      Not Listed For Sale

      1 Stephanie Anne Ln, Sterling, MA 01564

      • 4 Beds
      • 3.5 Baths
      • 4,218 Sq Ft
      • Built 2001
      1 Stephanie Anne Ln, Sterling, MA 01564

      Last Sold Summary

      • 4 Days On Market

  • 27 Johnson Rd, Sterling, MA 01564
    27 Johnson Rd, Sterling, MA 01564
    27 Johnson Rd, Sterling, MA 01564
    /42

    $775,000

    Sold Jul 31, 2025

    27 Johnson Rd, Sterling, MA 01564

    • 3 Beds
    • 3 Baths
    • 2,630 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $295/SF
    • 1 Day On Market

    Current Estimated Value $773,929

    Last Listing Agent Susan Meola Susan Meola, Properties

    27 Johnson Rd, Sterling, MA 01564
    • 65 Kendall Hill Rd, Sterling, MA 01564
      65 Kendall Hill Rd, Sterling, MA 01564
      65 Kendall Hill Rd, Sterling, MA 01564
      /32

      Est $712,342

      Not Listed For Sale

      65 Kendall Hill Rd, Sterling, MA 01564

      • 3 Beds
      • 2.5 Baths
      • 2,176 Sq Ft
      • Built 1999
      65 Kendall Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 3 Days On Market

  • 3 Chad Ln, Sterling, MA 01564
    3 Chad Ln, Sterling, MA 01564
    3 Chad Ln, Sterling, MA 01564
    /37

    $849,000

    Sold Aug 29, 2025

    3 Chad Ln, Sterling, MA 01564

    • 4 Beds
    • 2.5 Baths
    • 2,732 Sq Ft
    • Built 2018

    Last Sold Summary

    • $311/SF
    • 33 Days On Market

    Current Estimated Value $859,469

    Last Listing Agent Keith Cordial Coldwell Banker Realty - Leominster

    3 Chad Ln, Sterling, MA 01564
    • 78 Kendall Hill Rd, Sterling, MA 01564
      78 Kendall Hill Rd, Sterling, MA 01564
      78 Kendall Hill Rd, Sterling, MA 01564
      /41

      Est $496,449

      Not Listed For Sale

      78 Kendall Hill Rd, Sterling, MA 01564

      • 2 Beds
      • 1 Bath
      • 990 Sq Ft
      • Built 1962
      78 Kendall Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 12 Days On Market

  • 19 James Rd, Sterling, MA 01564
    19 James Rd, Sterling, MA 01564
    19 James Rd, Sterling, MA 01564
    /42

    $560,000

    Sold Dec 04, 2025

    19 James Rd, Sterling, MA 01564

    • 3 Beds
    • 1.5 Baths
    • 1,836 Sq Ft
    • Built 1978

    Last Sold Summary

    • 7% Below List Price
    • $305/SF
    • 8 Days On Market

    Current Estimated Value $572,928

    Last Listing Agent Kimberly Bagni LAER Realty Partners

    19 James Rd, Sterling, MA 01564
    • 62 Kendall Hill Rd, Sterling, MA 01564
      62 Kendall Hill Rd, Sterling, MA 01564
      62 Kendall Hill Rd, Sterling, MA 01564
      /25

      Est $1,105,821

      Not Listed For Sale

      62 Kendall Hill Rd, Sterling, MA 01564

      • 4 Beds
      • 3.5 Baths
      • 4,625 Sq Ft
      • Built 1997
      62 Kendall Hill Rd, Sterling, MA 01564

      Last Sold Summary

      • 18 Days On Market

  • 109 Swett Hill Rd, Sterling, MA 01564
    109 Swett Hill Rd, Sterling, MA 01564
    109 Swett Hill Rd, Sterling, MA 01564
    /42

    $549,000

    Sold Aug 28, 2025

    109 Swett Hill Rd, Sterling, MA 01564

    • 3 Beds
    • 2 Baths
    • 1,996 Sq Ft
    • Built 1920

    Last Sold Summary

    • $275/SF
    • 15 Days On Market

    Current Estimated Value $569,748

    Last Listing Agent Becky Lanteigne Keller Williams Realty-Merrimack

    109 Swett Hill Rd, Sterling, MA 01564
    • 103 Maple St, Sterling, MA 01564
      103 Maple St, Sterling, MA 01564
      103 Maple St, Sterling, MA 01564
      /42

      Est $990,143

      Not Listed For Sale

      103 Maple St, Sterling, MA 01564

      • 4 Beds
      • 2.5 Baths
      • 4,322 Sq Ft
      • Built 1999
      103 Maple St, Sterling, MA 01564

      Last Sold Summary

      • 6 Days On Market

  • 14 Shamrock Way Unit 14, Sterling, MA 01564
    14 Shamrock Way Unit 14, Sterling, MA 01564
    14 Shamrock Way Unit 14, Sterling, MA 01564
    /36

    $545,000

    Sold Oct 09, 2025

    14 Shamrock Way Unit 14, Sterling, MA 01564

    • 2 Beds
    • 2.5 Baths
    • 1,820 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $299/SF
    • 79 Days On Market

    Current Estimated Value $554,984

    Last Listing Agent Amy Bisson Lamacchia Realty, Inc.

    14 Shamrock Way Unit 14, Sterling, MA 01564
    • 86 Maple St, Sterling, MA 01564
      86 Maple St, Sterling, MA 01564
      86 Maple St, Sterling, MA 01564
      /42

      Est $685,156

      Not Listed For Sale

      86 Maple St, Sterling, MA 01564

      • 4 Beds
      • 2.5 Baths
      • 2,652 Sq Ft
      • Built 1966
      86 Maple St, Sterling, MA 01564

      Last Sold Summary

      • 18 Days On Market

  • 53 Kendall Hill Rd, Sterling, MA 01564
    53 Kendall Hill Rd, Sterling, MA 01564
    53 Kendall Hill Rd, Sterling, MA 01564
    /42

    $474,000

    Sold Jul 22, 2025

    53 Kendall Hill Rd, Sterling, MA 01564

    • 3 Beds
    • 1 Bath
    • 1,584 Sq Ft
    • Built 1748

    Last Sold Summary

    • 5% Above List Price
    • $299/SF
    • 6 Days On Market

    Current Estimated Value $469,445

    Last Listing Agent Kali Delorey RE/MAX Journey

    53 Kendall Hill Rd, Sterling, MA 01564

Showing Results 81 - 120, Page 3 of 18

Massachusetts Worcester County Sterling

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group